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HS Code |
681011 |
| Chemical Name | (R)-1-Boc-3-cyanopyrrolidine |
| Cas Number | 1235478-44-6 |
| Molecular Formula | C10H16N2O2 |
| Molecular Weight | 196.25 |
| Appearance | White to off-white solid |
| Melting Point | 77-81°C |
| Purity | Typically ≥98% |
| Solubility | Soluble in organic solvents (e.g., DMSO, methanol) |
| Storage Conditions | Store at 2-8°C, protect from light and moisture |
| Smiles | CC(C)(C)OC(=O)N1CC(C#N)C1 |
| Optical Rotation | [α]D20 +10° to +16° (c=1, CHCl3) |
| Synonyms | (R)-tert-Butyl 3-cyanopyrrolidine-1-carboxylate |
As an accredited (R)-1-Boc-3-Cyanopyrrolidine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | The 25g (R)-1-Boc-3-Cyanopyrrolidine arrives in a sealed amber glass bottle with a tamper-evident cap and clear labeling. |
| Shipping | (R)-1-Boc-3-Cyanopyrrolidine is shipped in tightly sealed containers to prevent moisture and contamination. It is packed with appropriate labeling, in compliance with chemical transport regulations. The material is protected from extreme temperatures and handled with care to ensure safe, intact delivery. Shipping includes full documentation and safety data sheets. |
| Storage | (R)-1-Boc-3-Cyanopyrrolidine should be stored in a tightly sealed container, away from light and moisture, at room temperature (15–25°C). The storage area should be well-ventilated and free from incompatible substances such as strong acids, bases, or oxidizing agents. Ensure appropriate labeling and keep out of reach of unauthorized personnel. Handle using proper personal protective equipment (PPE). |
Applications of (R)-1-Boc-3-Cyanopyrrolidine in Industrial ManufacturingAs an experienced manufacturer of (R)-1-Boc-3-Cyanopyrrolidine, we recognize its crucial role as a chiral building block in the large-scale synthesis of value-added compounds. Our global clients rely on its high enantiomeric purity and consistent performance specifically in the pharmaceutical, fine chemical, and active intermediate sectors. The following application scenarios demonstrate how this material integrates into complex manufacturing operations, supporting compliance, efficiency, and consistency for downstream producers. 1. Synthesis of DPP-4 Inhibitor Pharmaceutical IntermediatesOriginators and contract manufacturers in the API sector employ (R)-1-Boc-3-Cyanopyrrolidine as a key intermediate in preparing antidiabetic agents, notably in sitagliptin and similar DPP-4 inhibitors. Production lines incorporate this chiral compound to introduce the pyrrolidine core and maintain stereochemistry through the synthesis steps. The precise addition point, strict impurity profile management, and consistency across batches are critical for qualifying downstream intermediates and final APIs, which must comply with rigorous global pharmacopoeia standards. Industry compliance standards
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2. Chiral Auxiliary in Fine Chemical Research & ProductionSynthetic chemists in contract research organizations (CROs) and process development settings select (R)-1-Boc-3-Cyanopyrrolidine for its effectiveness as a chiral auxiliary and asymmetric induction agent during the formation of complex nitrogen-containing heterocycles. The material establishes enantiomeric control at early stages, influencing yields and selectivity. Its use is governed by project-specific requirements, often in high-stakes projects where documentation and traceability are strictly enforced to support FTO and patent applications. Industry compliance standards
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3. Precursor in Contract Synthesis of CNS Drug CandidatesPharmaceutical manufacturers and custom synthesis companies use (R)-1-Boc-3-Cyanopyrrolidine as a protected chiral synthon during the development of pyrrolidine-based central nervous system (CNS) active molecules. Precise process management is enforced, as pyrrolidine-based structures are highly sensitive to racemization and impurity carry-over during large-scale scale-up. The protected group stability and reduction in side-product formation actively support successful downstream synthetic campaigns targeting regulatory approval. Industry compliance standards
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4. Intermediate for Peptidomimetic API ProductionProducers of synthetic peptide-like APIs utilize (R)-1-Boc-3-Cyanopyrrolidine to introduce rigid, chiral pyrrolidine frameworks that enhance the metabolic stability and target selectivity of final molecules. Process integration involves careful timing of Boc-deprotection and subsequent coupling, to meet specifications for identity, purity, and enantiomeric excess demanded by the regulated peptide sector. Scaling expectations and batch reproducibility require consistently tight control over all reactant sourcing and analytical release. Industry compliance standards
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Deep experience with heterocyclic chemistry has shaped how we approach the manufacturing of (R)-1-Boc-3-Cyanopyrrolidine. This compound goes beyond just another pyrrolidine derivative: we have seen it repeatedly streamline the assembly of chiral intermediates, shortening timelines in pharmaceutical synthesis and minimizing bottlenecks that typically slow down multi-step procedures. We choose to focus on this molecule because it gives medicinal chemists extra flexibility and higher optical selectivity within a category well-known for operational headaches.
Compared to other pyrrolidine scaffolds, the (R)-1-Boc-3-Cyanopyrrolidine structure addresses two persistent issues—stability during handling and high optical purity. The ‘Boc’ (tert-butoxycarbonyl) group gives tangible benefits in terms of moisture resistance, protecting the amine against both air and solvent conditions that usually lead to degradation or side-product formation. One key difference we notice during downstream coupling reactions—especially in peptide and small-molecule synthesis—is the enhanced control over stereo integrity. Racemization remains a common frustration with many chiral pyrrolidines, but documentation from our own process teams and client projects confirms consistent enantiomeric excess above 99%. In practical settings, this difference prevents lost yield and helps keep processes within tight regulatory specs for GMP environments.
Choosing to produce (R)-1-Boc-3-Cyanopyrrolidine in multi-kilogram lots, as we have learned through multiple project cycles, dramatically improves batch homogeneity and supports more predictable reaction profiles when it moves downstream. Small-batch variants seen on the open market often present issues: uneven particle size, variable moisture content, and a tendency to yellow on storage. By focusing on controlled crystallization and in-process drying, we supply a product that remains white, free-flowing, and stable for extended shelf life even after multiple container openings—a factor frequently overlooked when comparing merely by purity percentage. Analytical chromatograms across several years of retained samples reveal tight RRT clusters and clean baselines, which means fewer surprises for chemists switching between lots or scaling up a reaction run.
We supply (R)-1-Boc-3-Cyanopyrrolidine to organizations ranging from scientific startups to large pharmaceutical manufacturers. Many groups rely on this compound for assembling enzyme inhibitors, CNS candidates, and antiviral backbones. Its cyano substituent, placed on the three-position of the pyrrolidine ring, opens up targeted downstream transformations: amide coupling, hydrolysis, reductive aminations, and cyclization steps work dependably without introducing reactive ‘hot spots’ that commonly disrupt yields. For chemists pushing reaction boundaries for new chemical entities, the protection conferred by the Boc group lets them attempt more aggressive conditions or switch between solvents (DMF, DCM, MeTHF) without seeing breakdown or product migration.
Feedback from people working at the bench consistently points to reduced troubleshooting time—fewer cleanup runs, cleaner post-reaction separations, and less need for labor-intensive recrystallization cycles to achieve compliance with final bulk quality obligations. In both discovery programs and process development, eliminating repeat steps translates into direct cost savings; this is the hidden economy in using a robust intermediate.
Repeating a familiar frustration: many chiral pyrrolidines come with a tradeoff—fast, easy access but only moderate stereocontrol, or high enantiomeric purity accompanied by elevated cost and strict storage constraints. We chose our process route for (R)-1-Boc-3-Cyanopyrrolidine after extended review of literature procedures and in-house pilot studies. We adopted a chiral auxiliary-based sequence, which provides strong yield and high stereochemical selectivity without overexposing intermediates to harsh reagents.
One difference stands out during purification: structurally similar analogues often need repeated silica gel columns or chiral HPLC cleanup, which adds solvent expense and can lower batch yield. Our route typically produces a product suitable for crystallization right out of reaction, followed by careful drying to guard against trace water pickup. As a result, we observe minimal racemization or byproduct buildup, simplifying final testing and regulatory documentation efforts for participants across the workflow.
Chemists in our network put special weight on authenticity and reliability of technical specifications. Over time, we observed that simply listing purity by HPLC rarely tells the full story—spectroscopic purity, residual solvent profile, and optical rotation can each uncover a minor but critical problem for a large-scale manufacturer. In our facility, every batch of (R)-1-Boc-3-Cyanopyrrolidine undergoes three-point specification confirmation: 1H NMR, chiral HPLC, and Karl Fischer titration as standard, with extra chiral GC confirmation available when process demands rise or when supporting filings for new chemical entities. We designed the workflow so analytical turnaround matches production output, stopping any ambiguity from reaching beyond our own doors.
End users often comment that their main concern with off-the-shelf chiral pyrrolidines centers on inconsistent melting points and batch-to-batch color shifts. By focusing supplier side on high-purity crystallization and controlled storage, we sidestep degradation patterns driven by improper packaging or seasonal temperature shifts. On an operational level, these refinements eliminate countless hours otherwise spent resolving mixture purity or revalidating synthesis steps for each incoming lot.
Chiral building blocks see their real test in how they perform across multiple steps of a synthesis—endurance through deprotection, coupling, hydrolysis, and downstream transformations. (R)-1-Boc-3-Cyanopyrrolidine consistently holds up through rigorous campaign runs, often pulling through five or more transformations before removal of the protecting group becomes necessary. Removal of the Boc group remains predictable and clean, minimizing side product formation even under relatively unforgiving acidolysis conditions.
Teams engaged in fast-pace discovery or route scouting repeatedly choose this intermediate as it delivers lower failure rates during scale-up, especially in high-throughput screens or automated parallel batch runs. Early smart choices prevent headaches down the line: our own synthetic teams and contract partners both see reduced batch loss during impurity isolation, and fewer delays needing to wait for ‘surprise’ analytical confirmation. Real-world usage tracks well with our in-house analytical data: reliable identity, little drift in optical purity, minimal discoloration risk.
The cyano group at the 3-position isn’t just a structural flourish for (R)-1-Boc-3-Cyanopyrrolidine. Rather, it positions this molecule uniquely for expansion into both linear and cyclic target structures. Nucleophilic and electrophilic partners can be introduced late in the workflow, opening up access to β-amino acid derivatives, densely substituted lactams, or custom aminoalkyl side chains required for contemporary drug pipelines.
In our own development pipeline and with client projects, we observe that the reliability of cyano group retention under several conditions—acid, base, or mixed solvent—reduces risk for costly process interruption or analytical reruns. Transformations that used to collapse under conditions incompatible with standard pyrrolidines can now proceed smoothly, extending the reach of this intermediate into broader applications in research and commercial production.
The market holds no shortage of pyrrolidine derivatives, each claiming some edge over the rest. In day-to-day practice, substantial differences only emerge with long-term use and direct user feedback. Other chiral-protected pyrrolidines—lacking a cyano group, or employing other protecting groups like Fmoc or Cbz—often face increased demands for stability modifiers, tighter storage controls, or custom handling to limit premature deprotection.
We use (R)-1-Boc-3-Cyanopyrrolidine in preference to these alternatives because process compatibility stretches farther: storage at room temperature remains viable for months, and the Boc group stands up better than many under the rapid concentration steps that follow high-throughput parallel reactions. Color and consistency are more easily maintained, a crucial factor for programs that run global parallel campaigns or need to retain full traceability lot-to-lot.
Feedback from our QA and client technical groups shows less batch rejection or forced reformulation. An additional practical point: many alternative pyrrolidines signal breakdown through odor or color change, warning of instability and leading to wasted material. This intermediate avoids those pitfalls and keeps operations moving smoothly.
We have tracked product performance from our own manufacturing facilities through to client R&D centers and full-scale pilot plants. Consistently, tight control over both stereochemistry and purity correlates with improved yields at each stage, especially as synthesis complexity grows. Trace analysis of real batches shows that even a small uptick in residual unprotected amine content creates large ripple effects downstream, including process stalls and validation failures. This led us to strengthen analytical oversight and tie batch release to stricter NMR and HPLC thresholds than many suppliers support. The cost in extra testing gets paid back in smoother customer campaigns and fewer product returns or complaints.
During technology transfers with partners, process reproducibility comes under closest scrutiny. We encountered a period when customer teams, using similar pyrrolidine intermediates from other sources, reported missed project deadlines due to inconsistent reactivity or surprise side-products. Side-by-side pilot synthesis with our batches boosted reliable cycle times, restoring both confidence and project velocity. In an industry that prizes predictability and zero-defect supply chains, this outcome built both strong relationships and steady repeat orders.
Over the last few years, unpredictable supply disruptions in chemical manufacturing—raw material shortages, shipping delays, and regulatory shifts—have forced a new emphasis on resilience and flexibility. By producing (R)-1-Boc-3-Cyanopyrrolidine at our own integrated facility, we maintain continuous oversight from incoming raw materials to finished product exit. This level of control gives end users reassurance regarding both traceability and future availability, an asset for programs that run on strict deadlines or operate in multiple geographies.
Our approach includes proactive buffer stock management and parallel synthesis runs, moving finished product from reactor to controlled packaging within hours of crystallization. This ensures uninterrupted flow even during spikes in demand or temporary disruptions in utility or transport infrastructure. We commit to communicating clearly about shifting timelines or regulatory updates and will collaborate to reserve bulk supply for partners running large campaigns. Feedback confirms that this approach smooths out the jarring disruptions that frequently challenge research and production schedules with less dependable material sources.
Quality stands at the core of consistent pharmaceutical and fine chemical production. Our facility aligns processes with internationally accepted quality frameworks and tracks any new regulatory development that may impact chiral intermediate qualification. For (R)-1-Boc-3-Cyanopyrrolidine, all analytical data and batch records remain fully traceable, and, when required, we furnish comprehensive supporting documentation such as certificates of analysis and regulatory status updates.
We maintain a habit of re-reviewing analytical protocols and regularly benchmarking our results to third-party labs. Any deviation triggers a review and, if needed, process upgrades—no batch proceeds without absolute clarity on identity and optical purity. End users in regulated markets have direct access to our technical documentation team for audit, project registration, and regulatory filing support, smoothing over the most time-intensive roadblocks in moving from discovery scale to registered medical product.
Nearly every year brings expansion in the application space for chiral pyrrolidine intermediates, with emerging uses ranging from advanced peptide synthesis to targeted small molecule design for rare disease research. In the commercial world, time-to-market and unbroken process continuity can decide whether a new therapy or technology meets its goals or stalls out. By maintaining focus on (R)-1-Boc-3-Cyanopyrrolidine that meets stricter benchmarks set by users working at the leading edge of drug synthesis, we provide a tool with proven impact on efficiency and end-product purity.
As new synthesis strategies develop, we remain open to collaborative modification—custom particle size, alternative packaging formats, or special documentation requests—based on customer project needs or regulatory changes. This responsiveness stems from direct technical communication from our manufacturing, analytical, and logistics teams with the people using our product daily.
Ongoing manufacturing of (R)-1-Boc-3-Cyanopyrrolidine gives real insight into best practices—and frequent opportunities for refinement. Process chemists and quality control experts reporting daily on production batches help us identify improvement opportunities, from minimizing solvent waste and energy use to packaging upgrades and analytical protocol refinements.
This cycle of feedback leads to steady gains in reliability, sustainability, and direct support for all users. We recognize that no detailed product description substitutes for real operational experience, and we continue to invest in both discovery and process improvements to keep the product one step ahead of new challenges.
Our ongoing work with (R)-1-Boc-3-Cyanopyrrolidine draws from a deep base of industry experience and day-to-day feedback from active chemists and manufacturers. Each decision, from process route to batch quality controls, targets proven obstacles to productivity and regulatory approval in modern chemical and pharmaceutical programs. The differences—stability, reactivity, and ease of downstream manipulation—stand up in years of direct usage at the bench, in pilot plants, and across scaled commercial synthesis. As applications advance, we keep listening, learning, and refining, so (R)-1-Boc-3-Cyanopyrrolidine continues to deliver value, reliability, and real support for those tackling the hardest challenges in synthesis today.