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Tert-Butyl L-Tyrosinate

    • Product Name Tert-Butyl L-Tyrosinate
    • Alias L-Tyrosine tert-butyl ester
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
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    Specifications

    HS Code

    964979

    Chemical Name Tert-Butyl L-Tyrosinate
    Molecular Formula C13H19NO3
    Molecular Weight 237.30 g/mol
    Cas Number 26782-71-0
    Appearance White to off-white solid
    Solubility Soluble in organic solvents such as methanol and ethanol
    Purity Typically ≥98%
    Melting Point 89-92°C
    Storage Temperature 2-8°C (refrigerated)
    Optical Rotation [α]20/D +9° to +13° (c=1, MeOH)
    Synonyms Boc-L-Tyrosine Methyl Ester
    Inchi Key BXLYQIUHAWUFAK-UHFFFAOYSA-N
    Smiles CC(C)(C)OC(=O)C(Cc1ccc(O)cc1)N

    As an accredited Tert-Butyl L-Tyrosinate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass bottle labeled "Tert-Butyl L-Tyrosinate, 5g." Tamper-evident cap, hazard symbols, and product details included. Store protected from light.
    Shipping Tert-Butyl L-Tyrosinate is shipped in secure, airtight containers to prevent exposure to moisture and contamination. Packaging complies with chemical safety regulations, ensuring safe transit. The shipment includes safety documentation, and temperature conditions are monitored as required. Handling instructions are provided to minimize risk and maintain product integrity during transportation.
    Storage Tert-Butyl L-Tyrosinate should be stored in a tightly sealed container, protected from light, moisture, and air. Keep it in a cool, dry place, ideally at 2–8°C (refrigerated). Ensure proper labeling and avoid contact with incompatible substances, such as strong acids and oxidizers. Use in a well-ventilated area and follow all safety protocols for chemical handling and storage.
    Application of Tert-Butyl L-Tyrosinate

    Applications of Tert-Butyl L-Tyrosinate in Industrial Manufacturing

    Tert-Butyl L-Tyrosinate serves as a valuable synthetic intermediate across several specialized manufacturing routes. Our vertically integrated production process ensures traceable quality and consistent supply, supporting downstream companies in regulated industrial segments. Below we outline practical application scenarios based on real industrial usage.

    1. Peptide Synthesis for Pharmaceutical APIs

    In pharmaceutical peptide synthesis, Tert-Butyl L-Tyrosinate acts as a key protected amino acid derivative. Peptide manufacturers rely on it during solid-phase Fmoc/tBu chemistry where the tert-butyl ester safeguards the tyrosyl carboxyl group from side reactions during chain assembly. This stage is essential to avoid aspartimide formation and increase coupling yields under GMP conditions. After coupling, downstream deprotection removes the group, delivering high-purity active pharmaceutical ingredients suited for injectable formulations and oral peptide drugs.

    Industry compliance standards

    • ICH Q7 GMP for Active Pharmaceutical Ingredients
    • USP <1047> General Chapters
    • European Pharmacopoeia (Ph. Eur.) amino acid derivatives chapter
    • FDA 21 CFR Part 210/211 for finished pharmaceuticals

    Typical usage ratio

    • 0.9–1.1 equivalents per coupling step, dependent on peptide sequence design, protecting group compatibility, and scale of synthesis

    Downstream process integration

    • Loaded onto pre-activated resin as part of protected amino acid pool
    • Used in iterative solid-phase peptide elongation
    • Deprotected by acidolysis before final peptide cleavage
    • Pooled and purified in final API crystallization and lyophilization

    Final product types

    • Therapeutic peptides for oncology, metabolic disorders, and autoimmune diseases
    • Peptide hormones and analogs (e.g., GLP-1 agonists)
    • Contract-manufactured GMP peptide building blocks

    2. Custom Amino Acid Derivative Production

    Advanced laboratories and biocatalysis companies employ this raw material for synthesis of designer derivatives and specialty intermediates. The tert-butyl ester protects tyrosine during regioselective modifications, such as halogenation or cross-coupling, in custom small molecule and peptide conjugate libraries. Protection remains stable under basic and some mild acid conditions, enabling multi-step organic synthesis routes. Once transformations are complete, standard deprotection triggers further downstream processing.

    Industry compliance standards

    • ISO 9001:2015 Quality Management for chemical synthesis
    • REACH (EC) No 1907/2006 for inter-European shipments
    • TSCA (USA) for specialty chemicals import/export
    • Chemical registration with domestic authorities (where applicable)

    Typical usage ratio

    • 1.0–1.15 equivalents depending on step specificity and yield targets; modified based on byproduct profiles and purification losses

    Downstream process integration

    • Introduced during protection step in multi-stage organic synthesis
    • Retained through halogenation, reductive amination, or metal-catalyzed cross-coupling steps
    • Cleaved post-coupling by TFA or HCl
    • Pooled for purification via flash column or preparative HPLC

    Final product types

    • Pharmaceutical intermediates (halogenated tyrosines)
    • Functionalized peptide reagents for R&D
    • Active enzyme inhibitors and labeled compounds

    3. Oligonucleotide-Peptide Conjugate Synthesis

    Specialty CROs and CDMOs exploit tert-butyl ester protection during oligonucleotide-peptide conjugate construction. The protected tyrosinate allows for segmental chemoselectivity as nucleic acid fragments attach to peptide scaffolds at defined positions. This compound integrates into upstream automated peptide chain assembly, is maintained through conjugation with activated oligo linkers, and only removed in a controlled deprotection to preserve the sensitive backbone integrity required for therapeutic development.

    Industry compliance standards

    • ISO 13485:2016 for medical device components
    • USP <1049> Nucleic Acids General Chapters
    • GMP/GLP for preclinical and clinical manufacturing
    • Applicable national drug registration standards (e.g., DMF supporting US IND filings)

    Typical usage ratio

    • Typically equimolar to the reactive peptide segment; ranges from 0.95–1.05 equivalents adjusted to minimize excess and optimize conjugation yield

    Downstream process integration

    • Protected moiety incorporated during peptide synthesis before cleavable linker attachment
    • Resists premature hydrolysis under mild oligonucleotide coupling conditions
    • Final acidolysis achieves selective deprotection after conjugation
    • Processed by desalting and lyophilization prior to release testing

    Final product types

    • Antisense oligonucleotide-peptide conjugates for gene silencing research
    • Targeted delivery vectors for siRNA or mRNA payloads
    • Preclinical diagnostic probes

    4. Chiral Auxiliary in Enantioselective Synthesis

    Manufacturers specializing in chiral chemistry employ tert-butyl tyrosinate as a chiral auxiliary to construct non-racemic intermediates under asymmetric catalysis conditions. The tert-butyl-protected tyrosine confers both steric and electronic control, enhancing diastereoselectivity during alkylation, acylation, and ring-closing reactions. After product transformation, cleavage of the tert-butyl group under acidic conditions affords enantiomerically pure building blocks critical for downstream fine chemical manufacturing, particularly in high purity process target profiles.

    Industry compliance standards

    • ISO 14001:2015 Environmental Management for chemical plants
    • Good Manufacturing Practice (China: GB/T 29490 Intellectual Property Management for new materials)
    • REACH and TSCA where structured export routes apply
    • Project-specific NDA and proprietary technology agreements

    Typical usage ratio

    • Used as a stoichiometric chiral reagent: 1 eq to 1.2 eq, ratio based on catalyst and substrate compatibility, with iterative optimization for new reaction schemes

    Downstream process integration

    • Charged at the auxiliary addition step for asymmetric induction
    • Maintained through key enantioselective transformations
    • Removed by controlled acidic hydrolysis after isolation of the desired stereoisomer
    • Final purification guided by chiral HPLC QC

    Final product types

    • Chiral pharmaceutical intermediates
    • Single-enantiomer fine chemicals for agrochemical or fragrance markets
    • Early-phase experimental drugs in pipeline discovery

    5. Research-Grade Modification of Biopolymers

    Research reagent producers use Tert-Butyl L-Tyrosinate for temporary carboxyl protection in the development of custom-modified polysaccharides and protein biopolymers. The compound enters at the initial derivatization stage, shields reactive positions from non-specific polymer backbone conjugations, and allows sequential addition of modifying groups such as coupling of fluorescent labels or affinity tags. Final deprotection releases the active biopolymer, supporting product innovation for academic research and analytical laboratories.

    Industry compliance standards

    • ISO 9001:2015 for research chemical production
    • Material transfer agreement (MTA) protocols for academic-industry collaborations
    • OECD principles of Good Laboratory Practice (GLP) for reference standards
    • Chemical labeling & shipping regulations for R&D use

    Typical usage ratio

    • Ranges from 1–3 equivalents depending on biopolymer loading density and desired substitution pattern; optimized for minimal background labeling

    Downstream process integration

    • Incorporated during solution-phase or solid-support biopolymer derivatization
    • Withstands aqueous buffer conditions through targeted modification steps
    • Deprotected in the final cleavage and desalting stage
    • Pooled for QC via spectroscopy and functional assay

    Final product types

    • Site-specifically labeled proteins and enzyme conjugates
    • Modified polysaccharides for cell-based screening
    • Affinity-tagged reagents for proteomics and analytical testing
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    Certification & Compliance
    More Introduction

    The Value of Tert-Butyl L-Tyrosinate in Our Production Lines

    The growing attention toward specialty amino acid derivatives put Tert-Butyl L-Tyrosinate front and center in peptide synthesis, pharmaceutical research, and biocatalysis. Our team spends years refining each process at the core of amino acid esterification. Among the building blocks we deliver, Tert-Butyl L-Tyrosinate stands out for its clean handling, efficient reactivity, and consistent purity batch after batch. Manufacturing this compound in-house means we see every step, right from the selection of L-tyrosine through to the careful control of tert-butyl esterification chemistry and subsequent purification.

    What Sets Our Tert-Butyl L-Tyrosinate Apart

    As a manufacturer, we control every parameter influencing purity, stability, and ease of use. Tert-Butyl L-Tyrosinate typically appears as an off-white to light beige powder. Our specs focus on producing a product with a purity level exceeding 98% by HPLC, and moisture is rigorously kept low to prevent hydrolysis. By prioritizing a clarity of process, we produce this compound with an emphasis on free-flowing texture, making weighing and transfer straightforward in both R&D and full-scale runs. Analytical controls include NMR, IR, melting point, and elemental analysis; these tools let us confirm identity and spot residue or side products well before packing, so we can confidently certify every lot.

    Some users compare tert-butyl protection to methyl or ethyl esters, but the tert-butyl group resists hydrolysis better under acidic conditions and removes cleanly under mild conditions via treatment with TFA or similar reagents. Chemistry teams looking for site-specific deprotection often face issues with methyl or ethyl esters, needing harsher, more aggressive reagents, risking damage to sensitive peptide chains or other functionalities. We favor the tert-butyl route for its selectivity and reproducibility.

    Our Hands-On Approach to Quality

    Quality doesn’t emerge from specifications alone. In our production halls, the raw L-tyrosine always meets chiral purity checks; only then does our chemist team proceed to tert-butylation. Our reactors operate under nitrogen atmospheres, and we use high-purity reagents to avoid colored byproducts or residual acids. Small details—such as the sequence of addition or the speed of quenching—have a striking effect on the end purity, so we fine-tune protocols every run, guided by feedback loops with partner labs and our in-house research group.

    In the early days, batches sometimes showed a faint yellow tint. Our troubleshooting traced this to traces of oxidized phenol or side-products; the solution included improved inert gas blanketing and purification tweaks. Now, every lot undergoes extensive in-house characterization. By controlling process water and temperatures at all points, we can cross-check for consistent ester profiles and avoid saponification issues common in less-watched syntheses. This detail, rooted in hands-on supervision, marks the real difference between a factory-direct product and a third-party-sourced one.

    Understanding Usage in Real-World Research and Production

    Tert-Butyl L-Tyrosinate functions first and foremost as a protected form of the amino acid L-tyrosine, integral to peptide chemistry. In both solid-phase and solution-phase peptide assembly, it guards the carboxyl group, preventing unwanted side reactions during coupling steps. Our pharma partners and biotech users often remark on how reliably tert-butyl esters streamline deprotection: high yields, minimal side-products, easy monitoring. This means staff count fewer cleavages to repeat and fewer column clean-ups, saving time—no minor advantage in crowded synthesis labs.

    Compared to the unprotected form or to methyl esters, tert-butyl L-tyrosinate lets researchers focus on intricate, multi-step sequences without worrying that their protecting group will fall off or react unexpectedly under mild acidic conditions. In one long-running project, a collaborator used our material in a 12-step peptide program; the tert-butyl group survived through five stages, then removed swiftly in a cocktail that left sensitive aromatic residues untouched. Feedback like this shapes how we monitor batches, continually minimizing potential contaminants and proving shelf stability year-round.

    Stable Process, Reliable Product

    The consistent quality of our tert-butyl-protected tyrosine comes not from high-tech monitoring alone but from real production insights. Scale-up presents pressure points that only show up when running hundreds of kilos, not grams: slow crystallization in winter, caking during monsoon spells, trace peroxide contamination from solvents. By recruiting local staff with years of plant experience, cross-training teams for every phase, and investing in onsite analytics, we minimize these headaches. We treat every phone call about appearance or solubility as a data point—not a complaint but a guide for strengthening our process.

    For scale-up, we manage solvent recycling and minimize waste streams with a focus on environmentally friendlier conversion ratios. Each batch ends with vacuum drying in HEPA-filtered chambers. Long-term customers notice the difference: no unexpected color, no “off” smells, no wet clumps. We work closely with shipping partners to avoid temperature extremes during transit, and it shows when university labs call back after storage studies, still reporting clean spectra months after receipt.

    Safety by Design

    Amino acid protection can get a bad name when shortcuts lead to trace acids or solvent residues. Our emphasis lies not just on finishing product that meets specs but on verifying the removal of every residual byproduct—acid, base, and solvents—through multiple rounds of drying and chromatographic purification. Before any product leaves our site, we triple check for safety endpoints relevant to peptide and pharmaceutical use.

    Each packing session uses high-quality HDPE bottles, vacuum-sealed with desiccants. Our QA team monitors each lot’s particle size to avoid dusting and ensure compatibility with automated dispensers—no fine powder losses on the bench, no sticky lumps. By working with end users—both large pharma and academic teams—we spot opportunities to improve. For sensitive applications like injectable peptide synthesis, complete traceability on every ingredient adds a further layer of assurance.

    Why Direct Manufacturing Matters

    The producer’s perspective shapes both the sense of responsibility and the adaptability built into each order. By running chemistry in our own reactors, we see right away where a supply issue could threaten timelines, or how a shift in temperature affects yields. Our technical team runs real-time NMR, using in-process monitoring to head off reaction drift, so customers receive product exactly matching expectations for both structure and function.

    Many in the trade offer tert-butyl amino acid esters “off the shelf”; we know from customer feedback that this can spell batch-to-batch inconsistency in color or melting point. Direct manufacturing lets us guarantee the same start- and finish-points every time, handling everything internally: no need to worry about unvetted intermediates or storage mishaps. The result is predictability in peptide yields, less troubleshooting for bench chemists, and less overall downtime in the supply chain.

    Some years ago, an equipment failure led to a visible drop in yield over several weeks—a lesson in how upstream equipment and team vigilance directly influence what lands in the customer’s hands. We addressed it by expanding preventive maintenance schedules and implementing cross-shift logs so even minor blips in pressure or temperature get logged, tracked, and resolved before they can impact purity. This experience reinforced our belief in the value of owning the entire process, top to bottom, rather than leaving product stewardship to someone several steps removed from the chemistry itself.

    Purity-Sensitive Applications and How We Meet Demands

    Researchers working on peptide-based drugs and materials often depend on trace-level purity. They ask for detailed impurity profiles, consistent optical rotation, and clean NMR signatures. Serving this group keeps our team sharp. Our in-house analytics team uses HPLC and mass spectrometry to probe for trace oxidized phenols, base-sensitive side products, and chiral impurities. By working backwards from spectral data, we adjust process controls proactively—a far cry from the make-it-and-forget-it mentality seen in trading operations.

    Since we avoid contamination with common peptide-inhibiting agents, our tert-butyl-protected product stays consistent run after run. Pharmaceutical teams relay small deviations—maybe a difference in color or flow—which we investigate back through the process. With each feedback loop, our operations become more robust, binning questionable feedstocks, tracking subtle changes in seasonal humidity, and logging operator training cycles to spot coaching opportunities before production scale suffers. These lived details may not appear on a product sheet, but they define the practical difference between a mass-market commodity and a fit-for-purpose fine chemical.

    New Trends, New Challenges in Process Chemistry

    Tert-Butyl L-Tyrosinate use continues to rise, not just in research labs but as demand grows for complex biologics, unnatural amino acid analogs, and synthetic peptide libraries. Synthesis teams face fresh challenges: tighter specs, faster timelines, tougher regulatory checks. As a manufacturer, adapting means more than swapping solvents or updating a certificate. We run pilot syntheses using green chemistry approaches to reduce environmental impact—solvent swaps, waste minimization, and safer work-up conditions.

    Scale-up introduces new questions—Will a process developed for grams hold up for hundreds of liters of batch size? Does a cooler winter or humid monsoon shift recrystallization profiles? We deal with these realities through flexible batch planning and parallel analytics in both production and QC. Our floor staff rotate through both jobs; if a lab scientist flags a change in TLC profile, production can immediately adjust quench rates or swap out a questionable drum of tert-butanol. This staff connectivity gives us a head start on troubleshooting, keeping product on spec and stable for longer storage.

    User requirements evolve, too. Some groups request custom particle sizes for automated synthesis robots; others want batch-specific impurity profiles mapped by LC-MS. Our process accommodates these needs by integrating real-time data capture. We see the benefits, not in abstract process control diagrams, but in the day-to-day ease with which chemists incorporate our product—minimal complaints, predictable results.

    Sustainability and Our Commitment to Responsible Chemistry

    As a direct manufacturer, our actions have measurable downstream impact. By tracking every step, from raw material origin to final packing, we keep environmental compliance central. Solvent recovery systems catch and recycle solvents, reducing the need for new input with each batch. Solid byproducts are handled through third-party disposal specialists, with compliance routinely audited for adherence to both local and global standards.

    We aim to push the bar higher—piloting campaigns for reduced water use and exploring biodegradable packaging for shipments. Our partners see the results in cleaner Certificate of Analysis profiles and regulatory submissions that pass on first review. Staying close to the process lets us implement changes quickly. Plant operators flag improvement ideas in weekly meetings, which shift rapidly into pilot trials. Visiting regulators or customer audit teams find open-door access to logs, facility records, and analytical archives—a transparency built into our workflow, not bolted on after the fact.

    Recognizing that demands rise for lower environmental impact and greater supply-chain accountability, we measure energy use per batch and benchmark improvements. We welcome collaborations with partners eager to trial greener chemistry or offer technical feedback on solvent swaps. By keeping lines of communication direct between R&D, production, and the end user, innovation flows both ways, and product benefits reflect hands-on experience and responsive stewardship.

    Direct Dialogue with End Users: Practical Impact

    Close relationships with industry and academic teams shape the way we approach every batch. When a customer reports an anomaly—say, an unexpected residue after deprotection—we re-examine not only the finished material but the sequence of washes, the drying routine, and even lab notebook habits. These hands-on troubleshooting efforts build trust over years.

    In some projects, tyrosine analogs require stringent absence of metals for use in enzymatic reactions. When one biotech partner pointed out trace zinc in an impurity profile, we didn’t just switch solvents or chelate after the fact, we traced the issue to a new reaction vessel. On the next run, we acid-washed all equipment and added additional checks to the start-of-batch workflow. Results showed no further trace metals, and downstream yields bounced back.

    Longevity in this business comes from listening—lessons from repeated orders, fast feedback on Certificate of Analysis details, and patience in troubleshooting. Our doors stay open to site visits from formulation scientists or research groups; facetime fosters the conversation that sharpens process, integrates QC, and refines every spec to fit real-life demands. This two-way flow of information marks what distinguishes a factory direct manufacturer’s contribution from the expectations set by generic trading houses.

    Looking Forward: Meeting Tomorrow’s Demands

    The future for Tert-Butyl L-Tyrosinate sees both greater capacity and tighter control. Emerging uses—enzyme inhibitors, advanced pharmaceutical intermediates, and biodegradable materials—call for both energetic investment in facilities and disciplined attention to reproducibility. Direct production teams like ours hold the line against shortcut temptations, relying on detailed process records and an experienced labor force.

    Automation, digitized batch tracking, and in-line analytics continue to enhance our reliability. Weekly team meetings cross-examine outcomes from each lot, so each technical challenge feeds directly into process improvement. This loop supports the production of a specialty item where small deviations—color, odor, melting point—could mean big setbacks in downstream chemistry. The resulting trust, established not by branding but by built-in accountability, lets formulation teams focus on the compounds they’re creating, not the starting materials.

    In every phase—from the procurement of L-tyrosine, through careful protection with tert-butyl group, to the dryness and flow of the final product—we prioritize traceability, safety, and genuine service. As customers push into new frontiers of synthesis, we move with them, adapting protocols, installing extra controls, and investing in our people. The bond between a manufacturer and its customers shows not on a spec sheet but in the stories of jobs well done, bottlenecks avoided, and innovations launched. Tert-Butyl L-Tyrosinate is more than a protected amino acid—it is a case study in the rewards of attentive, factory-direct chemical manufacturing.