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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 | 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. |
Applications of N-Boc-Cis-4-Hydroxy-L-Proline Methyl Ester in Industrial ManufacturingAs 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 CompoundsPharmaceutical 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
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2. Modified Peptide Synthesis for Research ReagentsPeptide 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
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3. Chiral Building Block for Asymmetric Synthesis in Fine Chemical ManufacturingProducers 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
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4. Custom Synthesis of Diagnostic Imaging ProbesSpecialty 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
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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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 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.
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.
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.
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.