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HS Code |
298893 |
| Name | (R)-N-Boc-(3-Pyridyl)Alanine |
| Molecular Formula | C13H18N2O4 |
| Cas Number | 188608-36-6 |
| Appearance | White to off-white solid |
| Purity | Typically ≥98% |
| Optical Purity | Enantiomeric excess ≥98% (R) |
| Smiles | CC(C(=O)O)N[C@@H]1C=CC=CN1C(=O)OC(C)(C)C |
| Boiling Point | Decomposes before boiling |
| Storage | Store at 2-8°C, protected from light and moisture |
| Solubility | Soluble in DMSO, methanol; sparingly soluble in water |
| Boc Group | tert-Butoxycarbonyl protecting group on nitrogen |
| Chiral Center | R-configuration at alpha-carbon |
As an accredited (R)-N-Boc-(3-Pyridyl)Alanine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | White powder in a sealed amber glass bottle, labeled 5 grams, with hazard and handling information, chemical formula, and batch number. |
| Shipping | (R)-N-Boc-(3-Pyridyl)Alanine is shipped in tightly sealed containers, protected from light and moisture, at ambient temperature. Packaging complies with standard chemical transport regulations to ensure safety and product integrity during transit. A certificate of analysis and safety data sheet (SDS) are included with each shipment for regulatory and handling guidance. |
| Storage | (R)-N-Boc-(3-Pyridyl)Alanine should be stored in a tightly sealed container, away from moisture, heat, and light. Keep at 2-8°C (refrigerated), in a dry, well-ventilated area. Avoid exposure to strong acids, bases, and oxidizing agents. Handle under an inert atmosphere if possible to prevent degradation, and always follow laboratory safety protocols when handling this compound. |
Applications of (R)-N-Boc-(3-Pyridyl)Alanine in Industrial ManufacturingAs a specialized manufacturer committed to consistent purity and reliable global supply, we focus on the precise integration of (R)-N-Boc-(3-Pyridyl)Alanine across advanced industrial synthesis. The following sections detail principal downstream application scenarios, each reflecting real-world use in chemical production with documented compliance, formulation methodology, process workflow, and finished goods. 1. Active Pharmaceutical Ingredient Synthesis: Chiral Intermediate in Targeted TherapiesDownstream pharmaceutical manufacturers deploy this chiral alkyl amino acid derivative in peptide-coupling operations to build molecular backbones for research and production of kinase inhibitors, neuroreceptor modulators, and next-generation oncology candidates. Its pyridine-substituted structure enables the introduction of heterocyclic motifs essential for receptor binding specificity. The intermediate enters custom API synthesis at the protected amino acid coupling phase, integrating seamlessly with contemporary Fmoc/tBu and Boc/benzyl orthogonal protection strategies for solid-phase peptide synthesis or early-stage solution-phase segment assembly protocols. Industry compliance standards
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2. Peptide Drug Conjugate (PDC) Linker ConstructionSpecialty peptide contract manufacturers employ this compound as a building block for linker design in peptide drug conjugates, permitting precise conjugation of cytotoxic payloads or imaging agents to peptides for targeted delivery platforms. Its side chain confers increased linker stability in physiological environments, while maintaining compatibility with established solid- and solution-phase methodologies commonly used in GMP-grade PDC synthesis pipelines. Industry compliance standards
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3. Chemical Synthesis of Nicotine Analogs and CNS Active LeadsMedicinal chemistry programs in CNS pharmaceutical R&D utilize this protected chiral β-amino acid to insert functionalized pyridine rings into heterocyclic scaffolds, supporting the creation of novel nicotine receptor agonists and antagonists. Integration in the synthetic sequence provides controlled stereochemistry, enabling systematic variation during SAR campaigns aimed at optimizing ligand-receptor interactions for lead candidate selection. Industry compliance standards
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4. Custom Amino Acid Manufacturing for Analytical ReagentsProducers of certified reference materials and analytical standards apply this raw material in the design of enantiomerically-pure calibration substances. Its tailored structure facilitates integration in the final synthesis step where isotopic or chromophoric groups are introduced for quantification or detection in HPLC method calibration, microbiological assays, and forensic toxicology. Industry compliance standards
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5. Fine Chemical Intermediate for Agrochemical DiscoveryAgrochemical R&D manufacturers leverage this compound in the synthesis of pyridine-based chiral auxiliaries essential for new crop protection agents, especially as scaffolds for selective herbicidal or fungicidal actives. The intermediate is introduced at the scaffold assembly phase, where it promotes formation of biologically active stereochemistry while maintaining compatibility with halogenation, nitration, and esterification routes employed in large-scale crop science chemical discovery. Industry compliance standards
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As a chemical manufacturer with over twenty years steeped in the hands-on synthesis of complex intermediates, we understand that fine details drive dependable outcomes. (R)-N-Boc-(3-Pyridyl)Alanine is a standout in the chiral amino acid family, built specifically for the most demanding drug development and peptide synthesis work. Our facility handles all stages of production, which lets us keep a tight grip on everything from the route of synthesis to the final purity. We do not lightly claim experience—every lot reflects years of troubleshooting, method refinement, and listening to client chemists about their real challenges at the bench.
Out in the market, specifications can be words on a page. In practice, inconsistency wastes weeks and burns resources. For our (R)-N-Boc-(3-Pyridyl)Alanine, the optical purity comes in consistently above 99 percent enantiomeric excess—something that only sustained attention to asymmetric synthesis will produce. We run chiral HPLC on every batch during release, not as an afterthought but as a checkpoint to weed out racemization or side reactions that sneak in when scaling. Chemical purity sits above 98 percent by HPLC, with residual solvents under strict limits, measured in precise terms by GC and NMR. Documentation isn’t an after-sale gesture. Each drum ships with a full certificate traced directly back to our QA oversight, and we hold full spectra and production records ready for transparent disclosure during technical audits. This has smoothed regulatory conversations for our clients—no surprises down the line.
Industry shifts aren’t always obvious to outsiders. Over a decade ago, most suppliers repackaged or sourced intermediates through contract shops. By investing in cleanroom synthesis, on-site hydrogenation, and real-time analytics, we make the chemistry happen in-house. For (R)-N-Boc-(3-Pyridyl)Alanine, our asymmetric route uses non-metal-based catalysis, which means we can promise both high yield and no problematic metal residues. Peptide and pharmaceutical developers often tell us these trace metals become a regulatory headache—not in our batches. From Boc-protection using distillation-grade reagents to flash chromatography backed by in-process analytics, each step remains transparent. We avoid PET or low-grade plastics for packaging; specialty-grade, inert HDPE containers prevent moisture or impurity ingress. Frozen shipments arrive temperature-logged, with desiccant and tamper-evident seals. This scratches below the surface—our production is built for chemists, not just procurement departments.
Commodity amino acids cluster around familiar structures. (R)-N-Boc-(3-Pyridyl)Alanine moves in a league of its own, with broad appeal to peptide chemists and medicinal teams designing CNS-active projects. The unique 3-pyridyl ring delivers electronic effects that simple phenylalanine derivatives cannot match. We’ve seen this impact in early-stage SAR, especially where ring nitrogen participates as a hydrogen bond acceptor—something the plain benzyl side chain fails to do. Computational modeling teams have flagged these differences, validating what our process chemists observe in SAR campaigns. The Boc-protected alpha carbon offers compatibility in solid-phase peptide synthesis, supporting Fmoc protocols without reactive cross-talk. Our internal stability studies confirm the Boc group’s reliability under standard SPPS deprotection steps and its sharp removal using TFA, without significant side-chain modification.
Stereochemistry shapes everything in peptide synthesis. A minor slip sends a run of final product into the waste—costs escalate, timelines stretch, and even established clients grow wary. Our shift supervisors keep a daily log of all enantiomeric analysis, comparing against written targets for each lot. If a run dips in e.e., we reject the lot; the powder never leaves our walls. Monthly reviews mean troubleshooting happens in real time, not after the fact. This hands-on vigilance prevents issues some stakeholders face when sourcing from traders or distributors, who rarely have process visibility. With every consignment, we pull reserve samples for two years, providing an audit trail that assures clients should any questions arise from their own QC labs.
(R)-N-Boc-(3-Pyridyl)Alanine plays a special role in early hit-to-lead and lead-optimization phases. The 3-pyridyl ring’s basic nitrogen creates an avenue for hydrogen bonding, and medicinal chemistry teams often swap out canonical phenylalanine or alanine for this building block to modulate solubility or receptor interaction. Sourcing from a manufacturer who understands these nuances becomes crucial—if pyridine oxidation creeps in, or if the Boc group hydrolyzes prematurely, downstream yields and activity reports turn unreliable. From dozens of conversations with peptide chemists, we know speed isn’t the only concern. They demand freedom from signal contamination in NMR and exact retention profiles in HPLC. We bake those expectations into our process, aiming for a consistent product that survives even the most demanding peptide assembly or fragment-coupling environments.
Our clients often work on the front edge of peptide therapeutics, facing pressure for fast turnaround and robust analytical support. With (R)-N-Boc-(3-Pyridyl)Alanine, they request delivery forms tailored for different synthesis platforms—some want fluffy, easy-to-weigh powder, others prefer slightly damp solid for direct coupling. Over the years, we’ve built feedback loops with leading CROs and pharma labs, logging their issues and building continuous improvements in our packing, analysis, and batch-homogenization steps. Granule size, moisture content, dust generation—these small points turn into major headaches during large-scale production. By keeping synthesis, milling, drying, and packing under one roof, we adjust these parameters to match needs, not marketing assumptions.
Compared to generic N-Boc-amino acids, (R)-N-Boc-(3-Pyridyl)Alanine isn’t interchangeable with other chiral pyridine-containing alanines. Many suppliers offer similar-sounding products, but without strict attention to site-specific isomerism, their alpha stereochemistry can drift. Our route avoids cross-contamination with (S)-enantiomers, and detailed mass spectrometry picks up even trace side-chain oxidations. This safeguards against regulatory compliance issues and disappointing results at the bioassay stage. We work closely with biopharma partners to troubleshoot scale-up, and we share proprietary chromatograms and stability data under NDA when peptide programs enter IND or clinical phases. Some synthetic routes in the market use hazardous chemistry, generating waste streams or introducing nitrosamines; our synthesis steers clear of those legacy steps. We invest in safer, green chemistry approaches, reflecting responsibility to both end users and the wider environment.
Outsourcing brings risk. Trading houses claim equivalence across manufacturers, but in practice, variations creep in due to uncontrolled routes and lack of process oversight. We have handled recalls from clients who, under timeline pressure, bought parallel batches from non-verified sources—these often failed on simple identity and purity tests or harbored hidden impurities that derailed critical SAR campaigns. We urge firms to demand full audit trails and lot histories, not just a spec sheet. Our experience shows that product liability and client trust hang on direct traceability. By manufacturing in-house and holding records for each production step, we eliminate costly middleman confusion and pass that assurance to our partners.
As regulatory scrutiny sharpens, the pharmaceutical industry encounters tighter impurity profiles and demand for full spectrum disclosure. For (R)-N-Boc-(3-Pyridyl)Alanine, common analytical hurdles appear with residual pyridine impurities or Boc-protecting group cleavage byproducts—these can hide from basic IR or TLC checks. Our QC team uses multi-wavelength HPLC, LC-MS, and chiral SFC, documenting all trace signals at sub-percent levels. This diligence shields our partners from batch failures and questions from regulatory inspectors. Several years back, a leading pharma encountered undetectable process contaminants from a competitor’s lot, stalling a clinical filing. After switching over, our exhaustive analytical transparency gave their teams confidence and restored their timelines. We share not just results, but the raw data—making sure there is nowhere for problems to hide.
Manufacturing specialty amino acids remains resource-intensive, but responsibility counts. Our site invests in solvent recovery and minimal aqueous discharge, recycling pyridine and Boc reagents through a closed-loop process. This reduces raw material demands and shrinks our environmental footprint in ways that both regulators and clients recognize during audits. We use renewable energy for key reaction steps and track our emissions under industry best-practice protocols. These details matter—pharma and biotech partners increasingly list environmental credentials as a criterion for their long-term supplier selections. Our ongoing upgrades reflect practical stewardship instead of empty boasts. Every kilo of (R)-N-Boc-(3-Pyridyl)Alanine shipped out carries the story of this investment.
We receive data and process notes from synthetic and analytical chemists around the world—both praise and well-earned critique. One feedback loop stands out: a team working on CNS peptide agonists reported issues with racemization under certain deprotection conditions. After dialog and sample exchange, our chemists re-engineered a part of the route to fortify stereochemical integrity. Over several cycles and scale-up studies, we tuned our process and passed updated analytical benchmarks back to that partner. Technical feedback isn’t abstract—it informs our decisions on solvent grade, grind size, and shipping method. This real-world engagement elevates our product beyond a commodity, turning it into a collaborative tool shaped by the working requirements of advanced peptide synthesis.
Pharma and CRO labs operate with compressed development timelines, often juggling several parallel SAR programs at once. A delay at the chiral building block stage can cascade throughout a project portfolio. Our stock strategy maintains working reserves; we avoid just-in-time pitfalls, holding buffer inventory to bridge unexpected spikes in demand. Real-time lot tracking through digital systems means we always know precisely what sits on the shelf—and detailed batch histories mean any issue can be traced and rectified without finger-pointing. We plan production campaigns to avoid supply gaps, sequencing larger and smaller runs based on up-to-date client forecasts. In high-pressure fields, that reliability gives program managers room to maneuver.
Our long-term goal is straightforward—help our customers advance their science. (R)-N-Boc-(3-Pyridyl)Alanine represents more than a lab reagent; it’s the result of persistent dialogue with process chemists, regulatory teams, and synthetic leads across the pharma sector. We do not treat quantity alone as an indicator of value. Even small batch requests get the same level of documentation and QC scrutiny as pilot-scale kilogram runs. From early project scoping to mid-development trouble-shooting, our technical team answers directly—no layers of intermediaries. Confidentiality agreements matter; our process details go only to qualified partners, never competitors or third-party marketers. By building trust through open communication, we aim for partnership, not transactional sales.
Most of our team started their own careers at the bench, synthesizing peptides and troubleshooting mysterious NMR peaks. That direct experience means we anticipate common problems faced during coupling steps and solid-phase protocols. Our technical staff provides guidance for solubility challenges, coupling reagent choice, and storage conditions; whenever a parameter falls outside the norm, we flag it and provide options drawn from hands-on lab testing. Several times, customer teams have sent us intermediate samples for cross-verification—our doors remain open for this hands-on collaboration, passing our own operational learning back to the user community.
The academic sector shows growing interest in complex peptide derivatives with non-canonical amino acids. In the last two years, we have shipped (R)-N-Boc-(3-Pyridyl)Alanine to university research groups developing PET tracers, CNS-active peptides, and probe molecules for epigenetic target mapping. Each of these projects brings distinct analytical and synthesis demands. Our process chemists work with academic groups to align production specifications and provide small batches with custom analytical support. For industry, our material supports high-throughput screening and lead optimization, driving programs forward without risk from uncertain supply.
Chemistry never stands still. We keep pace by investing in new chiral catalysis routes, more automated QA systems, and advanced analytical platforms. The demands on (R)-N-Boc-(3-Pyridyl)Alanine and similar intermediates evolve alongside regulatory shifts and rising standards for stereopurity. Our R&D group keeps close watch on emerging needs, from minimizing trace impurities to optimizing batch scale transitions. In this field, direct manufacturer experience translates to rapid adaptation—supporting clients through regulatory filings, scale-up, and late-stage validation with up-to-date data and honest answers.
Sourcing chiral amino acid building blocks isn’t simply a transaction for us—it’s a technical commitment grounded in lab experience, real data, and direct lines of communication. (R)-N-Boc-(3-Pyridyl)Alanine reflects everything we have learned in decades listening to scientists and refining our processes to solve their actual problems. From custom analytical support to responsible synthesis, we bring operational consistency, regulatory transparency, and bench-level know-how—qualities absent in third-party or generic supply. For teams advancing new peptides or small molecules, that confidence lets them focus on the science, not the supply chain.