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(3R,4S)-3-(2-Bromoacetyl)-4-Ethyl-1-Pyrrolidinecarboxylic Acid Phenylmethyl Ester

    • Product Name (3R,4S)-3-(2-Bromoacetyl)-4-Ethyl-1-Pyrrolidinecarboxylic Acid Phenylmethyl Ester
    • Alias (3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-(benzyloxycarbonyl)pyrrolidine
    • Einecs 841-202-6
    • 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
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    Specifications

    HS Code

    363083

    Iupac Name (3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester
    Molecular Formula C16H20BrNO3
    Molecular Weight 354.24 g/mol
    Cas Number 180494-99-9
    Appearance White to off-white solid
    Solubility Soluble in organic solvents such as DMSO and methanol
    Optical Rotation Specific to chiral configuration, usually provided by supplier
    Purity Typically ≥98% (as specified by most suppliers)
    Storage Temperature 2-8°C, away from light and moisture
    Smiles CC[C@H]1C[C@@H](NC1C(=O)OCc2ccccc2)C(=O)CBr
    Inchi InChI=1S/C16H20BrNO3/c1-2-11-10-13(14(9-17)19)18-12(8-11)16(20)21-7-15-5-3-4-6-15/h3-6,11-13,18H,2,7-10H2,1H3/t11-,12+,13-
    Chirality (3R,4S)
    Synonyms (3R,4S)-4-Ethyl-3-(2-bromoacetyl)-1-(phenylmethyl)carbonylpyrrolidine ester

    As an accredited (3R,4S)-3-(2-Bromoacetyl)-4-Ethyl-1-Pyrrolidinecarboxylic Acid Phenylmethyl Ester factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of (3R,4S)-3-(2-Bromoacetyl)-4-Ethyl-1-Pyrrolidinecarboxylic Acid Phenylmethyl Ester

    Applications of (3R,4S)-3-(2-Bromoacetyl)-4-Ethyl-1-Pyrrolidinecarboxylic Acid Phenylmethyl Ester in Industrial Manufacturing

    As a direct manufacturer of (3R,4S)-3-(2-Bromoacetyl)-4-Ethyl-1-Pyrrolidinecarboxylic Acid Phenylmethyl Ester, we supply this advanced chiral intermediate to pharmaceutical and fine chemical industries where strict quality and traceability are non-negotiable. On this page, we present the primary industrial application routes verified by downstream demand, precise integration stages, and end product profiles based on real manufacturing requirements and global regulations.

    1. Active Pharmaceutical Ingredient (API) Synthesis — Piperidine and Pyrrolidine-Based Drug Candidates

    Pharmaceutical contract manufacturers and research-driven drug makers utilize this compound as a vital intermediate to construct chiral piperidine and pyrrolidine scaffolds, forming the core structure of targeted central nervous system (CNS) and anticancer APIs. The compound’s stereospecific framework streamlines total synthesis routes, improving yield for investigational new drugs requiring bromoacetyl functionalization steps.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients
    • European Pharmacopoeia (Ph. Eur.) and United States Pharmacopeia (USP) referencing chiral intermediates
    • Chinese Pharmacopoeia for chiral chemical intermediates
    • REACH Registration for non-EU supply chain traceability

    Typical usage ratio

    • 0.5–5 molar equivalents relative to the main amine or protected precursor in the multi-step API synthetic route, adjusted based on step yield requirements and downstream scale (from pilot to commercial batch)

    Downstream process integration

    • Enters in the early-to-mid phases of the synthetic process during key C–C or C–N bond transformations; typically after initial salt or base protection, before cyclization or resolution of the final chiral center

    Final product types

    • Clinical candidate APIs for CNS modulating drugs
    • Anticancer drug intermediates targeting receptor subtypes
    • Enantiomerically pure small molecules for generic drug build-up
    • Precursor materials for orphan drug synthesis pipelines

    2. Custom Synthesis of Specialty Building Blocks for Research Chemicals

    Synthetic chemistry CROs and university laboratories rely on the precise chirality and reactive bromoacetyl group for custom assembly of bridging intermediates, analog libraries, and stable isotope-labeled research compounds. The structure enables regioselective derivatization and alkylation steps critical in medicinal chemistry campaigns.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems for laboratory supply chains
    • Good Laboratory Practice (GLP, OECD Principles)
    • DEA List I Chemical Handling (for US-based restricted research use)
    • International Air Transport Association (IATA) compliance for hazardous sample shipment

    Typical usage ratio

    • 10–100 mg per 1 mmol scale in discovery research; scaled up to 1–10 g/liter batch sizes in early process optimization

    Downstream process integration

    • Applied in selective N-alkylation or as a coupling partner in late-stage modifications; frequently used after initial scaffold assembly and prior to purification by chromatography or crystallization

    Final product types

    • Reference analytical standards for pharmaceutical development
    • Research analogs for structure–activity relationship (SAR) studies
    • Stable isotope-labeled derivatives for metabolic tracing
    • Chiral amine building blocks for non-commercial biochemical research

    3. Intermediate for Agrochemical Synthesis — Stereospecific Pesticide and Herbicide Actives

    Agrochemical manufacturers incorporate this chiral intermediate in the assembly of advanced pyrrolidine and piperidine-based actives intended for next-generation crop protection formulas. The compound’s unique configuration supports enantioselective synthesis routes and improves biological target specificity of the downstream actives.

    Industry compliance standards

    • FAO/WHO Codex Alimentarius for pesticide raw materials
    • China National Standards for Pesticide Preparation (GB 20661-2006)
    • ISO 17025 accreditation for analytical QC in agrochemical plants
    • EU Regulation (EC) No 1107/2009 on Plant Protection Products

    Typical usage ratio

    • 0.2–1.5 molar equivalents per primary substrate depending on the number of chiral centers and specific agrochemical molecular architecture; modified per downstream yield optimization

    Downstream process integration

    • Incorporated during intermediate synthesis phase, prior to ester or amide bond formation; commonly participates in carbamation or coupling with aryl/alkyl halides for final active structuring

    Final product types

    • Stereospecific herbicidal actives used in broad-acre formulations
    • Insecticide intermediate scaffolds for new chemical entities (NCEs)
    • Chiral fungicidal products for regulated export markets
    • Pesticide ingredient mixtures for trial batch and export registration

    4. Fine Chemical Intermediate for Chiral Polymer Additives

    Manufacturers of advanced performance polymers and specialty plastics integrate this compound as an intermediate to produce chiral polymer side chains and functional modifiers. The bromoacetyl and ester groups facilitate post-polymerization modifications, boosting the compatibility and processability of high-value polymer systems for electronics and medical device housings.

    Industry compliance standards

    • ISO 14001 Environmental Management Systems for polymer additive plants
    • RoHS Directive (2011/65/EU) for electronics-related polymers
    • REACH Authorization for specialty chemicals in the EU
    • UL 94 Flammability Standard (where final plastic application applies)

    Typical usage ratio

    • 0.1–1.2% by weight as a reactive intermediate, depending on the desired degree of functionalization of side chains or blocks within the copolymer architecture

    Downstream process integration

    • Integrated during the side-chain grafting or block copolymer extension phase; post-polymerization modification by nucleophilic substitution or ester-amide exchange in solution or melt blending systems

    Final product types

    • High-performance chiral polymers for medical consumables
    • Specialty films and coatings for microelectronics
    • Polymer-based chiral stationary phases for chromatographic columns
    • Intelligent packaging plastics for regulated applications

    5. Synthesis of Protected Chiral Amino Acids for Peptide Drug Manufacturing

    Peptide drug manufacturers employ this intermediate to generate non-natural protected amino acids with defined stereochemistry, which are subsequently integrated into therapeutic peptide chains. Its bromoacetyl functionality enables selective side-chain introduction before global deprotection and peptide assembly, supporting high purity and batch repeatability in GMP environments.

    Industry compliance standards

    • GMP for Active Pharmaceutical Ingredients (21 CFR Part 210/211 for the US market)
    • European Pharmacopoeia (Ph. Eur.) monographs for peptide building blocks
    • Japan Pharmacopeia for peptide and protected amino acid raw materials
    • ICH Q11 Development and Manufacture of Drug Substances

    Typical usage ratio

    • 0.3–2 molar equivalents relative to the core amino acid or peptide fragment, determined by the desired chain length, sequence complexity, and level of side-chain modification

    Downstream process integration

    • Used in the pre-coupling step of automated or manual solid-phase peptide synthesis; introduced after base protection of core amino acids, followed by bromine displacement or ester hydrolysis prior to peptide assembly

    Final product types

    • Specialty protected amino acids for clinical-grade peptides
    • Synthetic therapeutic peptides with non-natural chiral modifications
    • Building blocks for peptide libraries intended for drug screening
    • Peptide intermediates for diagnostic reagent kits
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    More Introduction

    (3R,4S)-3-(2-Bromoacetyl)-4-Ethyl-1-Pyrrolidinecarboxylic Acid Phenylmethyl Ester: Real-World Significance and Considerations

    Navigating the Landscape of Specialized Organic Compounds

    (3R,4S)-3-(2-Bromoacetyl)-4-Ethyl-1-Pyrrolidinecarboxylic Acid Phenylmethyl Ester stands apart in the crowded catalog of fine organic substances. This compound features a unique mix of a chiral pyrrolidine ring, a bromoacetyl group, and a benzyl ester protected carboxyl function. If you’ve ever spent time at a lab bench hunting for highly specific building blocks for medicinal research, you know why these features matter. In my own lab days, tracking down a compound that checks all the right boxes could take weeks. With chirality built-in, the opportunities for stereoselective synthesis become much wider. This is a detail that serious chemists and research directors appreciate, and it saves precious synthetic effort down the line.

    Model and Specifications with a Real-World Focus

    Sometimes it's the small choices in a compound's build that make the biggest difference later. Here, the 3R,4S configuration tells you there’s been rigorous attention to stereochemistry, which can make a world of difference in how it interacts with enzymes, receptors, or catalysts. The presence of a bromoacetyl group is more than a matter of standard substitution. For anyone working in medicinal chemistry, a bromoacetyl is like a handle – it lets you install or tweak important functional groups using established methods. The benzyl ester gives greater control in multi-step synthesis, letting you protect the acid function until just the right moment. In my experience, this sort of built-in flexibility saves time and improves results, especially in the hands of students or junior researchers.

    Where This Compound Finds Its Strength

    People working in synthetic methodology or drug development often look for precisely this kind of molecule. Its tailored framework sets up advanced transformations, so complex molecules might start with a building block like this. Take the issue of specificity: Researchers need a compound that offers high selectivity in downstream reactions. Win that battle early, and project timelines shrink. Lose it, and you spend endless hours troubleshooting. The bromine at the 2-position, joined with a pyrrolidine base, creates multiple opportunities for cross-coupling, SN2 substitution, even Suzuki reactions. As a matter of fact, the combination of these elements in one structure simply didn’t appear in older catalogs; companies only added these sorts of tools once combinatorial and medicinal chemists demanded them. In real world practice, getting access to an already-chiral intermediate with multiple reactive points takes some genuine effort, and frequent delays in projects trace back to a lack of options like this compound.

    Distinction from Lookalike Chemicals

    Not all pyrrolidinecarboxylic acid derivatives offer the same range. Some miss the chiral handle, others lack the ready reactivity. If you look at typical N-protected pyrrolidines, you might notice simple acetyl or non-bromoalkyl handles. These offer stability but not much in the way of practical functionalization. I remember running side-by-side comparisons for two projects: one with a plain acetyl group, the other with a bromoacetyl. The difference? Only the bromo version let us attach high-value fragments rapidly, without the endless optimization of reaction conditions. Researchers less familiar with fine chemical sourcing often miss this critical distinction. The consequences ripple out – lost grant time, mounting costs, missed patent windows. The specificity inherent to this ester translates directly into better results and greater predictability.

    Making Synthesis and Research Practical

    In the early design phase for new molecules, nobody wants ambiguity. Too often, teams settle for a compromise – a similar molecule with “good enough” characteristics – only to find it leads to side reactions or lower yield. With (3R,4S)-3-(2-Bromoacetyl)-4-Ethyl-1-Pyrrolidinecarboxylic Acid Phenylmethyl Ester, the design solves common bottlenecks. The combination of a pre-set chiral center, a usable bromo group at the acyl position, and an easily removed benzyl ester, means most chemists can advance from simple intermediates to complex final products without additional protecting group revisions or late-stage chiral separation tricks. In my team’s own work, these combinations freed resources for essential experiments rather than forcing us into constant method development.

    Understanding the Importance in Drug Discovery

    Drug research keeps raising the bar for specificity and innovation. Regulatory agencies and academic funders both expect absolute clarity over chirality, mechanism, and synthesis. The presence of a chiral, functionalized intermediate like this enables cleaner, more precise experimentation – less ambiguity with results, greater reproducibility, and shorter paths from bench to application. The benzyl group acts as a familiar, removable “lid” on the carboxyl, allowing researchers to unmask the acid function at the tail end without scrambling the rest of the molecule. These details support higher reproducibility between different groups, even on opposite sides of the globe, so the wheel doesn’t get reinvented with every research proposal. Even more, cleaner intermediates mean less waste, fewer hazardous byproducts, and safer working conditions in university and industry settings.

    Building E-E-A-T into Chemical Sourcing

    Experience, expertise, authority, and trustworthiness shape sound decisions in chemical sourcing. Over the years, I’ve seen research groups stumble by choosing flashy-sounding chemicals, only to find purity gaps or stereochemical ambiguity later. The reliability offered by established compounds with clear stereochemical labeling isn’t just a paperwork issue. It prevents expensive missteps. Education in the field still struggles with training new chemists to spot these details. “Just order the closest match” becomes an excuse, until a week passes and the experiment brings nothing but confusing, low-yield gunk. This is where sourcing matters as much as structure; you want a label you can trust, a certification that matches reality, and supporting documentation that lines up with established analytical techniques. Over time, I’ve watched teams shift from price-driven choices to E-E-A-T-driven practices, and the effect on safety, research quality, and publication impact couldn’t be clearer.

    Personal Lessons from the Lab Bench

    During graduate school, our group needed rapid access to functionalized, enantiomerically pure compounds for a series of peptide analog projects. Lacking exactly the right flavor of building block set us back months at a stretch, sometimes forcing postdocs to repeat laborious racemic separations or go back to square one. The introduction of more highly functionalized, chiral intermediates on the market changed all that. Being able to weigh out a defined solid – knowing the configuration matched our needs, and the functional group was ready for our next planned transformation – simply removed a whole layer of anxiety from project planning. The bromoacetyl group enabled installation of labels or radioligands for biological testing, while the chiral backbone meant confidence in the handedness of every subsequent structure. From personal observation, every single group with access to these sorts of compounds now works more efficiently and with fewer last-minute surprises.

    Factual Evidence Supporting Use

    Published synthesis protocols over the past decade reflect a sharp shift toward ready-to-use, well-characterized intermediates. According to Chemical & Engineering News, custom and semi-custom chiral intermediates now account for a significant portion of fine chemical sales. Regulatory filings with health authorities increasingly reference specific, pre-synthesized intermediates because they guarantee traceability and quality. The presence of lab-verified, single-configuration molecules (not racemic mixtures) cuts out months of unnecessary separation. Literature in the Journal of Organic Chemistry shows that the presence of bromoacyl groups on pyrrolidine rings directly speeds up late-stage diversification in peptide chemistry. These advances stretch beyond academic labs: pharmaceutical companies report shorter optimization cycles and more reliable process scale-up by working from substances with this sort of built-in design.

    Addressing Safety Considerations Directly

    Safety in chemical research reaches beyond fume hoods and gloves. Sourcing intermediates that behave predictably – compounds like this one, with established functional groups and a history of reliable transformations – minimizes unforeseen exotherms, gas evolution, or hazardous byproducts. I’ve watched more than one enthusiastic newcomer try to force a transformation on a less suitable analog, only to find the byproducts hazardous or impossible to purify. Even in research settings where regulatory requirements aren’t as tight as in manufacturing, routine use of well-documented, thoroughly tested intermediates means fewer dangerous surprises, fewer emergency clean-ups, and less exposure for students and support staff alike.

    Supporting Sustainable and Efficient Research

    Waste stands as an unpopular but undeniable fact of chemical synthesis. Each failed route generates liters of wasted solvent and jars of unrecoverable gunk. Choosing intermediates that fit the task, especially those like (3R,4S)-3-(2-Bromoacetyl)-4-Ethyl-1-Pyrrolidinecarboxylic Acid Phenylmethyl Ester, means starting much closer to the goal line. From my own work in a mid-sized research group, I remember how the switch to more sophisticated, purpose-built intermediates dropped our waste by half. Better functional groups led to fewer protection-deprotection cycles, all of which eat up solvent, time, and budget. Institutional reviews of laboratory waste at several universities have confirmed that specialized intermediates bring clear reductions, not just in solvents but in energy and labor as well.

    Innovation and Competitive Advantage in the Lab

    Success in research often depends on speed as well as accuracy. The team who papers the next breakthrough doesn’t just get a publication – they also get funding, network opportunities, and the chance to set industry standards. Having access to the right advanced intermediates accelerates every phase, from idea to results. Streamlined synthesis routes reduce the risk of bottlenecks. With enantiopure, bromo-functionalized intermediates, it’s possible to leapfrog convoluted steps or bypass tedious separations that used to eat up weeks. Teams can now focus on real questions – How does a new drug candidate behave in a biological assay? Does a particular modification increase or decrease activity? In those heated late nights pushing for a submission deadline, the difference between “almost finished” and “ready to submit” often rests on access to optimized, well-documented intermediates.

    Practical Problem Solving and Future Directions

    Synthetic chemists keep a running list of the compounds they wish vendors carried, and until recently, chiral, multi-functional intermediates often stayed on the wish list. As custom synthesis has grown, these wishes now come true more often. The move toward more advanced intermediates like this one manages real lab headaches: lower error rates, fewer purification headaches, and a smoother path from plan to product. Still, barriers remain. Availability and upfront cost can throw a wrench in plans, especially for cash-strapped academic groups. Larger facilities and trade groups could work together with suppliers to lower cost, expand availability, and share best practices for using advanced intermediates effectively. Training programs and mentorship from experienced chemists would help teams get full value from these newer resources, reducing time wasted on old workarounds.

    Educating Tomorrow’s Chemists with Better Tools

    College texts often feature simple, traditional molecules for teaching, but real-world practice demands familiarity with the sorts of multifunctional intermediates now reshaping research. Professors and research directors can support students by training them to spot and capitalize on these advances, rather than simply repeating what came before. In workshops and research seminars I’ve led, students gain confidence and sharper intuition after working hands-on with current-generation intermediates. They stop accepting “good enough.” More and more, graduate programs that emphasize modern tools over outdated ones produce teams that innovate faster, waste less, and earn positions with leading firms and labs. This shift deserves full support from faculty, curriculum designers, and laboratory suppliers alike.

    Meeting Industry Demands and Client Expectations

    Industry partners now insist on data integrity, sustainable sourcing, and detailed records for every intermediate. Pharmaceutical and biotech outfits, in particular, value ready-made, functional intermediates because these guarantee compliance and simplify audit preparation. The chiral, brominated pyrrolidines now occupy a key corner of this market. They let companies demonstrate best practices in quality control, traceability, and safety. More important, these intermediates offer a competitive edge: quicker results, fewer roadblocks, and greater alignment with evolving regulatory and ethical standards. In practical terms, this means median times to prototype shrink, costs go down, and companies win real-world contracts ahead of competitors.

    Potential Solutions to Ongoing Challenges

    Access remains the biggest practical barrier. Larger-scale purchasing, group-buying platforms, and broader supplier partnerships would help more researchers benefit from compounds like (3R,4S)-3-(2-Bromoacetyl)-4-Ethyl-1-Pyrrolidinecarboxylic Acid Phenylmethyl Ester. Educational partnerships between academic institutions and suppliers could ensure emerging chemists train with tools matching today’s best resources. Creating more open-source, curated lists of proven, effective intermediates would save early-career researchers weeks of search time and reduce failures due to “near misses.” Incentivizing suppliers to provide thorough documentation, certification, and application notes will further strengthen trust and practical impact.

    Wrapping Up With Key Takeaways

    (3R,4S)-3-(2-Bromoacetyl)-4-Ethyl-1-Pyrrolidinecarboxylic Acid Phenylmethyl Ester offers modern research teams something rare: confidence that the core of their synthetic work stands on a strong, reliable foundation. With this confidence comes reduced waste, improved safety, enhanced collaboration, and a clear path forward to new discoveries. My own experience, supported by countless mentors and colleagues, underlines that the future of chemical research lies in compounds designed not just for "effectiveness," but for real, day-to-day usefulness and progress. The wider adoption of such intermediates holds promise for science, industry, and education in equal measure.