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N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester

    • Product Name N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester
    • Alias Boc-cis-4-Hyp-OMe
    • 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

    794944

    Product Name N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester
    Cas Number 142504-42-9
    Molecular Formula C11H19NO5
    Molecular Weight 245.27 g/mol
    Appearance White to off-white solid
    Purity Typically >98%
    Melting Point 69-74°C
    Solubility Soluble in organic solvents such as DCM, methanol, and ethanol
    Storage Temperature 2-8°C
    Optical Rotation [α]D20 +21° to +25° (c=1, MeOH)
    Protecting Groups Boc (tert-butoxycarbonyl) on nitrogen, methyl ester on carboxyl
    Smiles COC(=O)C1CC(N(C(=O)OC(C)(C)C)C1)O

    As an accredited N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 5-gram amber glass vial with a white screw cap, featuring a printed chemical label with hazard pictograms and batch information.
    Shipping N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester is shipped in a tightly sealed container, protected from light and moisture. It is packaged to prevent degradation and contamination, often under cool conditions (2–8°C). Standard transport safety procedures for laboratory chemicals are followed, including appropriate labeling and documentation as per regulatory guidelines.
    Storage N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester should be stored in a tightly sealed container at 2-8°C (refrigerated), protected from light and moisture. Ensure the storage area is well-ventilated and free from incompatible substances such as strong acids, bases, and oxidizers. Label appropriately and avoid prolonged exposure to air to prevent degradation of the compound.
    Application of N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester

    Applications of N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester in Industrial Manufacturing

    As a specialized chemical manufacturer, we provide N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester to facilitate high-value transformations in advanced pharmaceutical synthesis, peptide modification, chiral building block preparation, and asymmetric catalysis. Our material reliably integrates into complex downstream processes, supporting strict regulatory and formulation requirements at each application stage.

    1. Active Pharmaceutical Ingredient (API) Synthesis for Antiviral Compounds

    Pharmaceutical manufacturers utilize N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester as a critical intermediate in building novel antiviral APIs, particularly for molecules containing cis-4-hydroxyproline motifs. This chiral ester supports precise stereochemical control during multi-step condensation and amide coupling stages, enabling efficient construction of proline-based frameworks integral to target molecules. Its defined protection pattern maintains functional group stability under stringent synthetic conditions, supporting scalability and reproducibility in regulated environments.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients
    • European Pharmacopoeia Monograph 2034 (where applicable)
    • US FDA 21 CFR Part 211 for finished pharmaceuticals
    • EDQM CEP referencing and full traceability for all intermediates

    Typical usage ratio

    • 8%–20% of the total reaction mixture during targeted fragment coupling steps; actual proportion tailored to stoichiometric requirement and route efficiency, as determined by process development

    Downstream process integration

    • Employed after initial backbone assembly as a chiral synthon; undergoes ester deprotection, amide bond formation, and subsequent cyclization in reactor vessels equipped with in-process monitoring

    Final product types

    • Small molecule antivirals incorporating 4-hydroxyproline derivatives (e.g., protease or polymerase inhibitors)
    • Custom prodrug APIs for clinical trial supply

    2. Modified Peptide Synthesis for Research Reagents

    Peptide synthesis labs and contract manufacturers use this protected hydroxyproline methyl ester for solid-phase peptide synthesis (SPPS) protocols, especially where site-specific hydroxylation enhances peptide folding or mimetic drug screening performance. Its N-Boc and methyl ester protections prevent undesirable side reactions during stepwise elongation and enable selective downstream deprotection aligned with workflow requirements. This traceable intermediate enables production of complex, non-canonical peptides adopted in advanced academic and industrial research projects.

    Industry compliance standards

    • ISO 9001:2015 Quality Management System for specialty chemicals
    • Eppendorf Peptide Synthesis Equipment Compatibility Guidelines
    • American Peptide Society Synthetic Protocol Recommendations
    • GLP (Good Laboratory Practice) for quality control of research-grade materials

    Typical usage ratio

    • 1−5 molar equivalents per peptide chain extension, depending on sequence design and resin loading density

    Downstream process integration

    • Loaded to automated SPPS columns during targeted amino acid insertion; facilitates consecutive couplings and enables selective deprotection by acidolysis in post-synthesis workup

    Final product types

    • Hydroxylated peptide standards for HPLC or bioassay calibration
    • Custom peptide libraries with modified proline residues

    3. Chiral Building Block for Asymmetric Synthesis in Fine Chemical Manufacturing

    Producers of chiral intermediates leverage this methyl ester as a foundational building block in designing optically pure compounds where the cis-4-hydroxyl configuration imparts essential stereochemistry. Rigid N-Boc and methyl ester protections guard labile functional groups during enantioselective transformations like aldol reactions and Michael additions. The compound’s reliable performance ensures consistent batch-to-batch yields and traceability for downstream fine chemical and active intermediate production.

    Industry compliance standards

    • ISO 14001 Environmental Management during chemical synthesis
    • REACH (EC 1907/2006) Annex II for registration and traceability obligations
    • Chemical Industry Association Responsible Care Protocols
    • SN EN 9001 Process Validation for chiral intermediates in the European market

    Typical usage ratio

    • 10–30 mol% in multi-stage asymmetric syntheses, adjusted based on substrate reactivity and catalyst loading

    Downstream process integration

    • Utilized as a feedstock following initial raw material blending; enters intermediate synthesis reactors for stepwise protection–cleavage–coupling procedures and chiral catalyst applications

    Final product types

    • Enantiomerically enriched carboxylates, lactams, and amides
    • Chiral auxiliaries for contract manufacturing supply chains

    4. Custom Synthesis of Diagnostic Imaging Probes

    Specialty manufacturers in the life sciences and diagnostics sector adopt N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester as a precursor for radiolabelled and fluorescent probe scaffolds. Its stereochemically defined center supports incorporation into peptide mimetics or small molecules designed for enhanced metabolic stability and imaging selectivity. Strict protection chemistry ensures the probe backbone maintains integrity during functionalization and isotope labeling, which is critical for reproducible probe performance and compliance with diagnostic validation standards.

    Industry compliance standards

    • ISO 13485 Medical Devices—Quality Management Systems
    • FDA 21 CFR Part 820 for diagnostic reagents
    • International Atomic Energy Agency Radiolabeling Protocols
    • Clinical and Laboratory Standards Institute C50—A for radiopharmaceutical QC

    Typical usage ratio

    • 15–25% w/w at probe assembly stage; exact percentage refined via analytical validation to achieve optimal signal-to-noise in imaging applications

    Downstream process integration

    • Introduced during pre-labeling scaffold synthesis; undergoes deprotection, followed by conjugation to chelators or dyes under mild conditions before final radioisotope tagging

    Final product types

    • Radiolabelled peptide probes for PET or SPECT imaging
    • Hydroxyproline-modified fluorescent diagnostic probes for in vitro assays
    Free Quote

    Competitive N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester prices that fit your budget—flexible terms and customized quotes for every order.

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    Certification & Compliance
    More Introduction

    N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester: Delivering Consistency and Reliability for Advanced Synthesis

    Shaping the Future of Peptide and Pharmaceutical Synthesis

    In the world of chemical manufacturing, we've seen steady growth in demand for high-purity amino acid derivatives. N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester steps forward as a unique building block for chemists tackling complex synthesis challenges. Our teams encountered countless requests over the last decade for a product that supports both flexibility in customization and dependable batch-to-batch consistency. Producing an esterified, protected, hydroxyproline derivative isn’t just about supplying a chemical—it involves understanding the essential role it plays at the bench and in scaled-up processes.

    The Role of Boc Protection and Methyl Esterification

    Our N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester enables precision in peptide assembly and small-molecule design. The Boc group has long been recognized as a robust amine protecting group. It survives harsh coupling regimes, resists racemization, and can be removed in mild acidic conditions. This means less risk of side reactions and byproduct formation during multistep syntheses. The methyl ester offers an extra dimension: it guards the carboxylate without interfering, allowing for selective deprotection strategies and protecting downstream transformations.

    Realities in Production: More Than Just Purity

    As manufacturers, we witness firsthand how subtle differences in synthesis and purification change outcomes on a customer’s site. Years ago, we invested in enantioselective methods, ensuring the cis configuration appears reliably in every lot we deliver. Maintaining high diastereomeric purity makes a critical difference; a single percentage point drift in stereochemistry can derail a research campaign or, worse, introduce ambiguity into scale-up studies. We focus each campaign on monitoring both chemical and chiral purity, employing HPLC and NMR as standard checkpoints rather than afterthoughts. Through direct customer feedback, we've refined our protocols, now surpassing typical industry values for purity and isomer control.

    Importance of the Cis Isomer in Bioactive Compounds

    Our journey with this molecule started with collaboration from pharmaceutical developers attempting to synthesize peptidomimetics and enzyme inhibitors. The cis hydroxyproline motif recurs in natural and synthetic bioactives, affecting both binding affinity and metabolic stability. In one case, a partner needed gram-scale quantities for structure–activity relationship studies on collagen analogues. Minor contamination with the trans isomer led to misinterpretations in early-stage assays. As a result, we invested in process modifications to deliver material with over 98% cis selectivity, validated on every batch. This level of care supports cutting-edge research, where each contaminant can obscure new scientific findings.

    Daily Workflows and Reliable Scale-Up

    Reliable access to N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester smooths the transition from laboratory trials to pilot-scale campaigns. We receive weekly consultation requests from teams facing supplier delays or variability in key intermediates. By maintaining an inventory of multiple batch sizes—ranging from small research packages to multi-kilo lots—we address both exploratory research and early process validation. We’ve learned that chemical innovation doesn’t thrive on closed order books or misaligned supply chains. Our integrated approach to capacity planning and quality control keeps projects moving, so colleagues can focus on hitting milestones, not troubleshooting shipments.

    Comparisons: Standing Apart From Other Proline Derivatives

    Chemical manufacturers often offer several hydroxyproline variants, but not all support the full range of advanced synthesis. The unprotected form, while useful in enzymatic studies, exposes the amine and carboxylate, resulting in potential polymerization or side reactions. The methyl ester alone protects the carboxylic acid but ignores the amine’s reactivity. Boc protection addresses the amine, but without esterification, peptide coupling can suffer from unwanted ester hydrolysis or amidation. Only the N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester brings all these features together, ensuring stability during solid-phase synthesis, fragment coupling, and post-assembly modifications.

    Feedback-Driven Optimization

    We do not operate in isolation: improvement comes from the constant push and pull between what we produce and what our customers need. At one point, researchers from a major pharmaceutical lab reported occasional presence of a minor impurity they flagged as a methylated byproduct. Together we ran spectral analyses and isolated the culprit to a trace over-methylation event occurring under certain reactor temperatures. The fix required a modest change: slowing down the methylation step and introducing temperature profiling equipment not typically used in standard batch processes. Practical tweaks like these appeared trivial at first glance, but results spoke for themselves: subsequent feedback pointed to reduced work-up times and smoother downstream purification on the customer’s end.

    Logistical Benefits for Process Chemists

    Long stretches in chemical development revolve around reproducibility. It’s not just an academic concern. If a process engineer calls to ask whether our N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester will behave identically during every run, we provide concrete data from previous campaigns and run real-time quality checks. Our well-honed procedures, built over countless production cycles, consistently produce a crystalline solid with melting points and optical rotations matching peer-reviewed literature. Water content never exceeds specified limits, and shelf life matches requirements for extended storage in controlled environments. Labels and certificates reference independently verified batch records. Chemists don’t waste time resolving identity or stability issues.

    Supporting Streamlined Regulatory Submissions

    Growing attention from regulatory review boards worldwide raises the bar for tracking raw material lot data. We deliver documentation for N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester that includes analytical profiles, process flowcharts, and validated methods upon request. Early on, our technical team stepped in to help a new biopharmaceutical firm respond to a regulatory inspector’s question about trace impurities and residual solvents. By sharing in-house validation data, compliant with current pharmacopeial guidelines, we sped up their submission process, avoiding costly project delays. Each certificate is tailored to meet the documentation rigor seen in global filings, from INDs to DMFs.

    Impact on Research Speed

    We know that time often matters as much as substance. Speeding up lead optimization or candidate nomination trials means removing bottlenecks in the supply of differentiating amino acid building blocks. Our integrated reaction and purification train supports tight turnaround, routinely compressing product delivery from weeks to days for standard requests. Direct manufacturer–lab communication allows us to troubleshoot protocol adjustments, share shipping forecasts, or even reserve lots for synchronized multi-site trials. This proximity to the end user means that we catch changing requirements early and adapt ahead of logistical snags.

    Stability and Handling Insights

    Years of hands-on monitoring have built up a storehouse of best practices for storage and handling. Researchers sometimes encounter product degradation after repeated exposure to air or light, the subtle yellowing or off-odor signaling a slow oxidation process. Our advice: keep the compound in well-sealed containers, sheltered from moisture and direct sunlight, and aliquot only what’s immediately needed to minimize exposure. Shipping with stabilizing agents isn’t necessary, but low-humidity packaging does improve consistency, especially for long-term research inventories. Customers frequently ship samples cross-country for collaborative projects—the product lands with uniform crystalline characteristics and passes routine purity checks at destination labs.

    Supporting Green Chemistry

    Sustainability is no longer an afterthought. Our synthesis for N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester uses solvent-recovery and energy conservation wherever possible. Rather than defaulting to high-boiling, hazardous organic solvents, we’ve shifted to greener alternatives for solvent extraction and purification. By capturing process data for life-cycle analysis, our environmental health and safety team tracks solvent usage, effluent management, and emissions. These incremental gains build over time—reduced waste per kilogram produced helps our customers demonstrate compliance with internal green chemistry targets and, in some cases, forms part of their supplier sustainability audits.

    The Advantage of a Single-Source Manufacturer

    Dealing directly with a manufacturer means questions about consistency, customization, and technical support receive prompt, experience-based answers. Distributors and resellers often lack insight into lot history, troubleshooting, or process optimization. Our technical staff maintains a continuous feedback loop with operations, so if an unusual analytical signal pops up on a customer’s check, we retrieve process data from the latest campaign. We routinely support requests for special packaging, alternate lot sizes, and analytical method modifications, based on the needs of each client. This flexibility helps projects move forward even in the face of changing research targets or regulatory stipulations.

    Meeting Expectations Across Global Markets

    Our customer base stretches across academic, government, and private sectors worldwide. Each region upholds different technical and regulatory expectations. European clients focus on stringent impurity profiles and comprehensive spectral data, while several Asian partners emphasize supply continuity at scale. North American research groups prize analytical documentation supporting method validation, especially when publishing new synthetic methods. Our approach adapts to meet these expectations, building region-specific knowledge into production and documentation protocols. Coordinating global shipments and managing multilingual technical support strengthens our understanding of evolving market needs.

    Collaboration With End Users

    The product’s real-world value emerges from deep understanding of end-user challenges. We spend significant time working side-by-side with customers—troubleshooting reaction protocol drift, adjusting packaging for automated dispensing, or interpreting spectral data from process outliers. One collaborator, scaling up a cyclic peptide synthesis, encountered transient emulsions during N-Boc deprotection. Combining their in-process observations with our production QC insights, we identified an interface stabilization artifact linked to solvent polarity shifts and minor moisture ingress. Targeted tweaks resolved the problem, and the batch yield increased by 10%. Real chemistry, like real manufacturing, rewards attention to the details that transform setbacks into breakthroughs.

    Evolving Product Specifications: Listening to Science

    Our product development does not freeze at a single specification. Advances in coupling technology, purification equipment, and bioassay sensitivity push us to reconsider what “high purity” and “optical integrity” mean year after year. For some collaborators in peptide therapeutics, 97% chemical purity suffices; for others, only 99.5% and up passes muster. We adjust performance targets for N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester in accord with transparent, collaborative dialogue. Regular updates to analytical methods—sometimes shifting from TLC and single-wavelength HPLC to chiral LC-MS with mass fragmentation—reflect the constant interplay between synthesis challenges and market requirements.

    Security of Supply and Analytical Traceability

    Security of supply stands atop the list of priorities for clinical and pre-clinical projects. Unexpected global logistics disruptions or raw material shortages threaten to halt time-sensitive trials. Our dual-site production strategy creates built-in redundancy. Every lot of N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester carries full analytical lineage, allowing rapid traceability from raw materials through to packaged product. If an anomaly shows up, we cross-reference batch histories within hours, not days. Transparent reporting assures end users they can rely on a stable, secure source—critical for programs where a single reagent underpins months or years of development.

    Continuous Investment in Analytical Innovation

    Reliability goes beyond raw production. Our analytical development laboratories deploy an evolving suite of tools to stay ahead of new research and regulatory requirements. Over time, classic HPLC and NMR instrumentation expanded to include advanced chiral analysis, microbalance moisture assessment, and rapid on-site FTIR verification. Product identity checks supplemented initial QC runs, tracking hidden degradation signatures visible to ultra-sensitive MS platforms. This investment shortens turnaround time for lot release and supports quick troubleshooting if a customer discovers unexpected results. We treat each analytical challenge as an opportunity to raise the bar.

    Supporting Next-Generation Synthesis

    N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester doesn’t just follow trends—it helps push boundaries. Teams working on constrained peptide scaffolds and backbone-modified oligonucleotides rely on its predictable protecting groups to test bold ideas. A regular inquiry comes from groups developing macrocyclic compounds, who need the cis hydroxyproline core to introduce regional rigidity without complicating downstream modification steps. We maintain open technical lines for customers pushing into uncharted synthetic space, whether adapting to novel coupling agents or complex, multivalent branching strategies. Our aim is to provide a substrate that does not set limits on scientific ambition.

    Conclusion: The Real Measure Is Success at the Bench

    After years in chemical production, one lesson stands clear: the real success of any product reveals itself in the solutions it provides. By focusing on reliability, flexibility, and partnership, we manufacture N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester not as a commodity, but as a tool for enabling discovery and progress in science. The accolades and analytical scores matter only as proof that experiments succeed, research projects accelerate, and new medicines or materials grow from vision to reality. Each shipment represents the sum of our experience, commitment, and pride in serving the research and development community.