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(S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-Oxazaborole

    • Product Name (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-Oxazaborole
    • Alias Ph-DACH boron catalyst
    • Einecs 681-427-8
    • 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
    VTB
    Specifications

    HS Code

    987018

    Chemical Name (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-Oxazaborole
    Molecular Formula C17H18BNO
    Molecular Weight 263.15
    Cas Number 112246-76-3
    Appearance White to off-white solid
    Chirality S configuration
    Solubility Soluble in common organic solvents
    Smiles CN1CCC2(C1)OB=N2C3=CC=CC=C3C4=CC=CC=C4
    Usage Chiral catalyst in asymmetric synthesis
    Storage Conditions Store in a cool, dry place
    Purity Typically >98%
    Iupac Name (S)-3,3-diphenyl-1-methyl-1,3,2-oxazaborolidine
    Sensitivity Moisture sensitive

    As an accredited (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-Oxazaborole factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass bottle, 5 grams, sealed with PTFE-lined cap, labeled with chemical name, CAS number, hazard pictograms, and supplier information.
    Shipping This chemical is shipped in a tightly sealed, chemically compatible container. It must be protected from moisture, air, and extreme temperatures. The package is labeled in accordance with regulatory guidelines, including hazard symbols if applicable. Shipping is handled by authorized carriers, ensuring compliance with local and international chemical transport regulations.
    Storage **(S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-Oxazaborole** should be stored in a tightly sealed container under an inert atmosphere (nitrogen or argon) in a cool, dry place. Protect from moisture, air, and direct sunlight. Store within a chemical fume hood and segregate from acids, oxidizers, and reactive substances. Maintain at recommended temperature, usually 2–8 °C, unless otherwise specified by the manufacturer.
    Application of (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-Oxazaborole

    Applications of (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-Oxazaborole in Industrial Manufacturing

    We produce (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-Oxazaborole for high-value, specialized industries where chiral boron-based auxiliaries are essential for precise stereochemical control. This intermediate addresses the stringent quality and regulatory needs across advanced pharmaceutical, fine chemical, and catalyst manufacturing by supporting reliable downstream transformations at scale.

    1. Asymmetric Pharmaceutical Intermediate Synthesis

    Downstream API manufacturers use this chiral boron oxazaborolidine derivative as an enantioselective auxiliary for the preparation of β-amino alcohols and related building blocks under industrial-scale reductive amination and transfer hydrogenation conditions. The material allows for the introduction of key chiral centers required in antihypertensive drugs and other active substances, where tight control over enantiomeric excess and trace metal levels is mandatory for regulatory approval.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients
    • United States Pharmacopeia (USP) General Chapter <823> on radiopharmaceuticals—applicable where relevant
    • European Pharmacopoeia monographs for chiral intermediates
    • FDA 21 CFR Parts 210/211 (cGMP)

    Typical usage ratio

    • Applied at 2–10 mol% relative to substrate in asymmetric reduction protocols; adjusted according to batch scale and substrate functional group tolerance

    Downstream process integration

    • Introduced during the pre-catalyst formation step, typically dissolved in dry solvents and combined with borane-donating agents before substrate addition in enantioselective transformations

    Final product types

    • Enantiopure β-amino alcohol APIs (e.g., intermediates for antidepressants, beta blockers)
    • Chiral amines for further peptide synthesis
    • Pharmaceutical fine chemicals for specialty APIs

    2. Chiral Ligand Manufacturing for Organometallic Catalysis

    Producers of homogeneous catalysts employ this compound as a chiral backbone when constructing chiral oxazaborolidine and pyrrolidine-based ligands. These ligands serve as key components in catalytic hydrogenation and asymmetric addition reactions for synthesis routes where stereoselectivity is process-critical, such as in the manufacture of agrochemical actives and intermediates.

    Industry compliance standards

    • ISO 9001:2015 quality systems for chemical production
    • REACH regulation (EC 1907/2006) for registration and safety compliance
    • OECD Guidelines for the Testing of Chemicals, relevant to catalyst impurity profiling

    Typical usage ratio

    • Charged at 1–5 mol% as a ligand precursor per metal center; the precise ratio depends on the target transformation and activity–selectivity requirements

    Downstream process integration

    • Reacted in situ or pre-complexed with transition metals (such as Rh, Ir, or Ru) to form chiral catalyst complexes, adapted for batch or continuous flow manufacturing setups

    Final product types

    • Chiral transition metal catalysts for large-scale asymmetric synthesis
    • Ready-to-use ligand-metal complexes for fine chemical contract synthesis
    • Catalyst kits for R&D and pilot-scale process validation

    3. Advanced Fine Chemical Synthesis

    Producers of fine chemicals integrate this raw material in multi-step synthesis programs that require precise control over chiral induction during carbon–nitrogen bond construction. Its boron-centered oxazaborolidine framework supports efficient access to high-value intermediates such as chiral alcohols and amines, especially useful in the supply of advanced intermediates for electronics and specialty polymers.

    Industry compliance standards

    • ISO 14001:2015 for environmental management systems
    • Chinese GB standards for hazardous chemical management
    • EPA TSCA Inventory Listing (for US exports)
    • Responsible Care® initiative adherence

    Typical usage ratio

    • Generally dosed at 0.5–3 mol% per substrate in controlled stereoselective addition and reduction steps, ratio optimized based on desired conversion rate and impurity profile

    Downstream process integration

    • Employed as an auxiliary chiral reagent during key step transformations—typically added after primary functional group protection, followed by direct transfer hydrogenation or nucleophilic addition under inert atmosphere

    Final product types

    • Chiral fine chemical intermediates (building blocks for advanced materials)
    • Precursor compounds for optoelectronic materials
    • Specialty polymer additives with defined stereochemistry

    4. Research-Grade Chiral Auxiliary Supply for Custom Synthesis

    Custom synthesis units across pharmaceutical and chemical research institutions require consistent supplies of this chiral auxiliary for exploratory and process development work. With its ability to induce asymmetric induction reliably, the compound supports high-throughput screening programs and development pipelines where chiral purity and traceability are contractually required.

    Industry compliance standards

    • GLP (Good Laboratory Practice) frameworks for analytical support
    • Material transfer agreements (MTA) with traceable batch history
    • ISO/IEC 17025 accreditation for analytical results

    Typical usage ratio

    • Dosed experimentally between 1–15 mol% based on scale and screening protocol type; ratio set in accordance with experimental throughput and purity target

    Downstream process integration

    • Integrated at the molecule design or reaction development stage, typically as a reagent in chiral pool synthesis or asymmetric catalysis screening in research-scale setups

    Final product types

    • Reference chiral intermediates for method validation
    • Experimental drug candidates at discovery stage
    • Test batches for pilot plant optimization
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    Certification & Compliance
    More Introduction

    Bringing Precision to Chiral Chemistry: (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-Oxazaborole

    Direct from Our Reactors: Insights from Our Manufacturing Floor

    Stepping into the synthesis bay, there is always something charged in the air when the flask contains (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-oxazaborole. The day’s work centers around measured efficiency and careful technique. Years of trial, systematic process development, thousands of hours optimizing temperature profiles and feed rates — this collection of effort shows up each time a fresh batch comes out as pale white crystalline solids, pure to the decimal in chiral excess and free from the stain of leftover reactants that too often complicate scale-up chemistry.

    Syntheses in chiral chemistry rarely make life easy. Every small error in control, every inconsistency in water or solvent quality, every fluctuation in the purification protocol can quickly ripple into lost enantioselectivity. Our route to (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-oxazaborole was not borrowed from open-access pages or simply run from a twenty-year-old textbook. This molecular framework demanded hard-earned improvements. We designed custom boron reagents and dialed in precise reaction times to consistently meet the needs of medicinal chemists and process development teams who simply cannot afford surprises in stereochemistry.

    Customers depend on immediate, repeatable results. When a research chemist builds a small molecule for potential drug discovery, as often happens with targets in CNS or anti-infective programs, small shifts in enantioselective catalysis can derail a whole screening run. In one project last year, a customer mentioned how their route was plagued by a rival supplier’s unpredictably variable chiral ligand. They switched to our (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-oxazaborole, and their time spent troubleshooting dropped by days — the ligand performed exactly as expected batch after batch, which let them shift resources back to core discovery chemistry rather than fire-fighting.

    Model and Specifications: Designed for Robust Performance

    Inside our plant, we treat specifications as boundaries, not just paperwork. Each delivery of (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-oxazaborole undergoes detailed HPLC analysis against chiral and achiral methods to lock down enantiomeric ratios. Our model, refined through iterative process experiments, protects the methyl and diphenyl groups that set this compound apart, each standing sentry over the delicate oxazaborole core.

    The crystal habit and melting point provide another layer of reassurance to scale-up teams and medicinal chemists. We record every gram’s birth certificate—traceability, NMR, optical rotation, residual solvent profile—because we understand how easily an unforgiving regulatory inspector or a skeptical project chemist can bring a project to a halt over an unexplained deviation. The product leaves our floor as solid powder or, depending on the specific batch, as a solution in a controlled solvent. You will not encounter cross-contamination with catalytic metals, off-spec boron content, or the volatile residue problem common when short-cut syntheses are employed for speed at the cost of downstream process headaches.

    Our size offerings come from listening to real-world chemistry labs. We scale from milligrams for fragment screening to multi-gram and up for process development and pilot work. If a project needs a custom solvent system or additional analytical documentation, this gets integrated into our process from the start. We keep laboratory managers out of drawn-out negotiations on minimum order quantities or endless paperwork for a simple certificate of analysis. That way, chemists stay focused on their next target, not on wrangling supplier red tape.

    Where Synchronicity Happens: Usage in Enantioselective Catalysis

    Working on asymmetric synthesis means that progress gets measured in error bars and optical purity. Chemists choose (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-oxazaborole for its role in catalytic asymmetric transformations: reductions, cycloadditions, allylation, and other bond-forming processes where selectivity determines success. While a number of boron-based oxazaboroles have seen use, this molecule’s distinct scaffold brings increased rigidity to the catalytic system. The two phenyl rings bracing the chiral center vigorously reinforce the transition state’s geometry. We have seen reaction selectivities drift by more than fifteen percent when labs shift between generic chiral auxiliaries and our tailored product, especially in cases involving complex prochiral substrates.

    Beyond the numbers, we routinely hear from customers in contract research organizations who try to cut corners with generic chiral ligands, hoping for comparable results. Instead, their teams face protracted troubleshooting cycles — days lost to ambiguous diastereomer mixtures, crude NMR spectra, or downstream crystallization failures. Switch to our oxazaborole, and the first reaction run gives a sharp baseline separation, mirrored by the isolated product in hand-documented purity. This feedback loop grounds our production: only high-level, targeted optimizations deliver these day-to-day practical gains.

    We also supply teams who design new catalytic methods. Not every reaction makes it quickly into the patent literature. Much work moves under the radar in the early days, where labs build libraries of chiral intermediates and probe unknown substrate space. Chemists in early-stage biotech firms have sent a series of case studies to our applications team, highlighting the ligand’s stability under varied conditions, tolerance to persistent process solvents, and resistance to hydrolysis or oxidative degradation. These are real operational challenges, not hypothetical spec sheet talking points. Because we produce at our own facility, we can run stress tests directly—any solution instability, unexpected reaction with solvent, or thermal runaway in purification triggers a process review in real time.

    What Distinguishes this Product from Other Chiral Ligands?

    Talk to anyone on our technical support line, and they will recount week-by-week, the problems that come from substituting loosely characterized chiral sources in catalytic systems. Some labs go for the seemingly cheaper route: less-characterized, non-specific oxazaboroles with minimal documentation and variable physical properties. Based on customer data, such choices create more risk for misidentification when rushed analytical checks miss low-level impurities or inverted chirality. Rework costs spiral. Morale drops. Project timelines shift into the red.

    Our (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-oxazaborole stands apart for several reasons, seen not just in data but in the field. The stability profile excels under storage and in use. Competitive products from resellers sometimes lose chiral purity on even moderate bench storage or under normal laboratory humidity. The boron center in our product, protected by the electron-donating methyl and sterically hindered diphenyl groups, shrugs off accidental exposure to transient humidity. Customers have set aside “fresh” generic material and found unexpectedly lower product yields, tracing back to ligand decomposition. Our own lots retain sharp NMR signals and reliable optical rotation for weeks in standard laboratory storage.

    Purity, especially optical purity, becomes the defining measure on the synthetic bench. We monitor every batch for all plausible stereoisomers by chiral HPLC and NMR. This reduces the risk of off-target asymmetric induction, which competitive generic offerings can introduce, particularly in the high-sensitivity settings of late-stage pharmaceutical syntheses. We truthfully state, based on repeated empirical testing, our product batches hold enantiopurity at or above 99% ee. When teams attempt gram-to-multigram scale synthesis, this eliminates repeated re-purification cycles and chromatography losses.

    Ease of handling sets a further boundary. Chemists frustrated by hygroscopic or decomposition-prone ligands find our oxazaborole a relief: free-flowing, non-tacky, and easy to weigh, even on humid days. The ligand dissolves quickly in regular anhydrous solvents (THF, DCM, toluene) — no waiting for sluggish dissolution or fighting with filters clogged by trace byproducts. This simple operational detail, shaped by countless hours of hands-on lab work, finally relieves the friction points that every synthetic chemist dreads.

    Finally, traceability provides practical risk reduction. We document every lot’s full synthetic genealogy and all analytical certificates, so a process audit or regulatory review can be answered with certified paperwork within hours. Our site visits by regulatory teams have involved detailed walkthroughs of batch records, and our full batch transparency has cut average audit downtime by a measurable margin.

    Challenging Chemistry: Ongoing Process Improvements from the Manufacturing Front Line

    Over many years, we have learned that making (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-oxazaborole with reliable performance takes more than following a published synthesis route. The way to robust, high-yielding batch production involves constant vigilance. We keep a network of in-line sensors and an analytics team on round-the-clock shifts, watching for even minor temperature spikes, pressure variations, or unexpected analytical readings. Several times, those precautions have averted deviations that could have forced an expensive batch to be rejected.

    Quality alone is not enough. Responsibility for environmental impact draws our constant attention. Every recrystallization wastes energy and solvent; every rework to fix minor impurities adds unnecessary carbon cost. Three years ago, our team built a continuous-flow reactor that cut reaction solvent volume by more than thirty percent. These savings reflect in lighter environmental footprints and shorter cycle times — gains that directly benefit customers working on fast timelines and regulatory filings.

    Our process development chemists review every shipment’s feedback for trends in caking, trace impurities, and handling characteristics. Small customer discoveries, like the type of spatula being used or the effect of local lab humidity, often spark process tweaks that eventually make their way into the main production run. This ongoing dialogue with end-users — not simply spreadsheets or yield optimization calculations — anchors our quality program.

    Supporting Modern Chemistry: Real-World Applications and Customer Successes

    Listening to customer stories provides a view into the molecule’s value that every number on a COA cannot capture. In a project last year, a discovery team at a global pharma company scaled their asymmetric hydrogenation work from milligrams to kilograms. Early pilots using unreliable generic oxazaborole sources led to repeated purification setbacks and wasted solvent drums. Their switch to our (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-oxazaborole meant downstream product purification became routine; throughput improved so much that the time freed up was redirected to SAR optimization instead of firefighting chromatography issues.

    Emerging applications continue to surprise us. Contract research teams working on chiral pool syntheses in natural product analog campaigns highlight the oxazaborole’s ability to handle broad substrate classes, especially complicated polyfunctional molecules that challenge less robust chiral ligands. Academic groups have pushed its use in probing stereodivergent synthesis, benefiting from the consistent bite of the chiral center’s geometry in achieving predictable product ratios. These are field-driven wins that feed directly back into our process mapping and quality assurance.

    It is not just large pharmaceutical process teams who benefit. Early-stage biotech startups, often with only a handful of staff, leverage our documentation and direct support to pass their initial CMC reviews while under severe budget and timeline constraints. Their feedback, often delivered from ad hoc lab benches late at night, ensures we stay flexible enough to support both cutting-edge science and the realities of tight resource control.

    Chemistry’s Shifting Demands: Adapting the Product for Tomorrow’s Requirements

    Over the last decade, we have seen expectations rise across regulatory, environmental, and operational lines. More agencies call for traceability, more laboratories tie results directly to manufacturing batches, and more end-users expect real, rapid access to technical support. Our internal documentation protocols match documentation needs for both US and European regulators; multi-year batch archives enable customers to pass compliance audits without facing the labyrinth of incomplete supplier paperwork.

    Our commitment does not end with today’s product. As customers pursue increasingly synthetic targets, new substrate families sometimes demand incremental adjustments to ligand structure or purity specification. With manufacturing on-site and in-house process chemistry at the ready, we routinely support custom modifications or rapid scale-up requests. This readiness gives our product the flexibility to remain relevant for each surge in demand and every new project, regardless of how fast innovation moves.

    Questions about shelf-life, reaction compatibility, and process integration do not get routed into endless bureaucratic loops. Our product team communicates directly with bench chemists and project managers, providing real-time, experience-driven guidance on maximizing the value of each kilogram or milligram supplied. We understand that real discovery work depends not on generic support tickets, but on immediate access to people who have actually produced, handled, and tested the molecule in question.

    Summing Up Why (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-Oxazaborole Delivers for Modern Chemistry

    It takes more than a procedural synthesis to reliably produce (S)-3,3-Diphenyl-1-Methylpyrrolidino[1,2-C]-1,3,2-oxazaborole to the standard expected by the world’s leading research and production teams. Every aspect of our process—from control of raw materials, to real-time analytics, to direct customer communication—anchors our molecule as a standard-bearer among chiral ligands. Smooth handling, unmatched stability, and truly traceable production records provide peace of mind for every lab and process development team. Instead of compounding risk from unreliable sources, chemists can build toward their breakthroughs, supported by a product and a team tested at every level of modern chemical manufacturing.

    The daily reality of working chemistry rewards attention to detail and reliable support, not just nominal purity or standard catalog claims. We produce oxazaborole alongside our customers, learning with each project, keeping both the science and the supply chain robust. Each flask, each batch, each kilogram carries the story of chemists building progress together, one reliable product at a time.