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(3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid

    • Product Name (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid
    • Alias Boc-(S)-proline
    • Einecs 613-167-5
    • 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
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    Specifications

    HS Code

    736098

    Productname (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid
    Molecularformula C10H17NO4
    Molecularweight 215.25 g/mol
    Casnumber 103340-08-1
    Appearance White to off-white solid
    Purity Typically ≥98%
    Meltingpoint 88-92°C
    Solubility Soluble in DMSO, methanol; slightly soluble in water
    Storagetemperature 2-8°C, keep dry and tightly closed
    Chirality Stereochemistry specified as (3S)
    Functionalgroups Carboxylic acid, tert-butoxycarbonyl (Boc) protected amine, pyrrolidine ring
    Smiles CC(C)(C)OC(=O)N1CCC[C@H]1C(=O)O
    Inchi InChI=1S/C10H17NO4/c1-10(2,3)15-9(14)11-6-4-5-7(11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13)/t7-/m0/s1
    Synonyms Boc-(S)-3-pyrrolidinecarboxylic acid
    Application Used as a protected proline derivative in peptide synthesis

    As an accredited (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The 25g bottle of (3S)-1-(Tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic acid is securely sealed in an amber glass container with a tamper-evident cap.
    Shipping This chemical, (3S)-1-(Tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic acid, is shipped in compliance with applicable chemical safety regulations. It is securely packaged in compatible, sealed containers to prevent leakage and contamination, protected from moisture and light, and typically dispatched via registered courier with accompanying safety and handling documentation.
    Storage Store (3S)-1-(Tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic acid in a cool, dry, and well-ventilated area, away from direct sunlight and incompatible substances such as strong oxidizers. Keep the container tightly closed when not in use. Recommended storage temperature is 2–8 °C (refrigerated). Ensure proper labeling and use appropriate personal protective equipment when handling. Follow all relevant safety guidelines and regulations.
    Application of (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid

    Applications of (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid in Industrial Manufacturing

    As an advanced building block in organic synthesis, (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid serves critical roles in pharmaceutical manufacturing, peptide synthesis, and specialty chemical production where strict compliance, precise formulation control, and consistent performance are mandatory for downstream processing and end-use reliability. Below we outline the principal industrial applications, each reflecting core regulatory requirements, process roles, and end product types realized by our global B2B partners.

    1. Chiral Intermediate for Pharmaceutical Active Pharmaceutical Ingredients (APIs)

    Leading pharmaceutical manufacturers incorporate this chiral amino acid derivative during the construction of key intermediates in API synthesis, especially for compounds where absolute stereochemical purity is required. Its tert-butoxycarbonyl (Boc) protecting group enables controlled reactions under GMP-controlled environments. The material’s ability to introduce or preserve chiral centers supports the development of enantiomerically pure APIs such as CNS drugs and antihypertensives.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients
    • EU Guidelines for APIs (Directive 2001/83/EC)
    • US FDA 21 CFR Part 211 (cGMPs for Finished Pharmaceuticals)
    • USP/NF Monographs (when listed)

    Typical usage ratio

    • 2–10 mol% relative to target API, titrated according to the complexity of chiral step and yield optimization during multi-step synthesis

    Downstream process integration

    • Introduced in the early to mid-stage of synthesis for chiral center construction
    • Employed as a Boc-protected amino acid during amide bond formation under peptide coupling conditions
    • Deprotected under acidic conditions prior to final API cyclization or coupling steps

    Final product types

    • Antiviral agents (e.g., integrase inhibitors)
    • CNS modulators (custom small molecules)
    • Antihypertensive therapeutics containing pyrrolidine scaffolds

    2. Protected Amino Acid Monomer in Solid Phase Peptide Synthesis (SPPS)

    Peptide manufacturers rely on this Boc-protected pyrrolidinecarboxylic acid as a specialty amino acid monomer to achieve tailored bioactive peptides and peptide mimetics using solid phase peptide synthesis platforms. Its selective removal under TFA conditions preserves labile sequences during chain elongation, increasing product yield and purity for clinical and research peptides.

    Industry compliance standards

    • US Pharmacopeia (USP) General Chapter <1045> for Peptide and Protein Substances
    • ICH Q11 Development and Manufacture of Drug Substances
    • Ph. Eur. 2034: Peptide APIs Section
    • ISO 9001:2015 for Custom Synthesis Facilities

    Typical usage ratio

    • 1 equivalent per target sequence position; ratio of 0.5–2 eq depending on resin loading and sequence length

    Downstream process integration

    • Charged into solid phase reactors following standard coupling protocols with HBTU/HOBt or DIC/HOAt activation
    • Boc group removed with TFA after each coupling, allowing selective chain extension while avoiding racemization

    Final product types

    • Therapeutic peptides (e.g., enzyme inhibitors, hormone analogues)
    • Research-grade custom peptides for preclinical assays
    • Diagnostic peptides embedded in immunoassay kits

    3. Stereoselective Building Block for Agrochemical Active Compounds

    Producers of advanced crop protection agents and agrochemical actives integrate this compound into multistep syntheses where controlled stereochemistry and selective protection are crucial. Its use improves yield of pyrrolidine-containing molecules, supporting the precision synthesis of molecules with biological activity in pest management products.

    Industry compliance standards

    • OECD Principles of Good Laboratory Practice (GLP)
    • FAO/WHO Joint Meeting on Pesticide Specifications (JMPS)
    • Regulation (EC) No 1107/2009 on the placing of plant protection products on the market
    • ISO 17025 Analytical Quality Standards

    Typical usage ratio

    • 0.5–5 mol% per batch, adjusted to targeted chiral agrochemical structure and downstream scale-up considerations

    Downstream process integration

    • Incorporated as a protected amino acid for early-stage catalyst-enabled asymmetric synthesis or intermediate preparation
    • Boc group removed post-assembly to unveil reactive amine for subsequent derivatization

    Final product types

    • Chiral herbicides with pyrrolidine frameworks
    • Insecticidal actives used in soy and maize protection
    • Fungicidal precursor compounds for cereal crops

    4. Intermediate for Specialty Fine Chemicals and Ligand Synthesis

    Chemical manufacturers engaged in fine chemical and ligand production deploy this specialty intermediate in tailor-made syntheses requiring protected pyrrolidine functionality. The Boc group provides orthogonal protection for multi-step reactions, often facilitating late-stage customization in advanced ligand design, chelation agents for catalysis, and custom chiral auxiliaries.

    Industry compliance standards

    • REACH Regulation (EC) No 1907/2006
    • ISO 9001:2015 Certified Production Protocols
    • Custom product-specific internal quality test plans
    • Responsible Care Program (for chemical handling and manufacturing)

    Typical usage ratio

    • 0.2–1.2 equivalents per synthesis step, dependent on complexity of end-use ligand structure and scale batch volume

    Downstream process integration

    • Added to reaction stage for backbone construction or as a scaffold for chiral ligand assembly
    • Protective group is selectively cleaved in final process step after high-yield functionalization or post-metalation

    Final product types

    • Ligands for asymmetric hydrogenation or cross-coupling catalysts
    • Chelating agents employed in transition metal catalysis
    • Fine chemical intermediates for custom contract manufacturing
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    Certification & Compliance
    More Introduction

    Introducing (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid: Precision by Experience

    Produced in Modern Facilities, Run By People Who Know Their Chemistry

    The craft of organic synthesis brings us into close contact with the quirks of each molecule we work with. (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid has proven itself in our labs time and again. This compound shows up most often as a protected amino acid building block—those familiar with peptide chemistry will recognize it as a Boc-protected derivative, and in our view, it imposes a subtle but significant control that free carboxylic acid or amine forms simply can’t match. Our facility produces this compound in batches where trace impurities do not just appear as numbers on an HPLC readout; we painstakingly trace down each source, whether it’s a remnant from starting material or something formed during the cyclization step.

    The chemical structure—an L-configuration at the 3-position, a carboxylic acid, and a tert-butoxycarbonyl group on the nitrogen—gives this molecule a unique place among pyrrolidine derivatives. From years of batch records and customer feedback, we’ve seen this compound adopted across peptide synthesis, small molecule drug development, and new polymer designs. We know why. The Boc group holds the nitrogen in check, sheltering it during tricky coupling steps and then coming off cleanly under standard deprotection (acidic) conditions. We don’t talk about this as a “feature” but as a relief; when a protection group behaves as expected, the synthetic route runs smoothly. In a world where reaction yields and selectivity can turn a project on its head, reproducibility is what keeps the work going.

    Each Batch Speaks For Itself

    We produce (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid in crystalline solid form, with extensive drying steps and filtration to keep water away—a detail that makes life easier for chemists working on scale-ups. From synthesis onward, we rely on hands-on instrumentation—a mix of LC-MS, NMR, and chiral chromatography. Experience tells us not to chase every decimal point in purity, but there are thresholds below which a batch never leaves our lab. Each dried batch gets bottled under inert atmosphere, not simply as a box to tick, but because we remember one too many times the effect of ambient moisture creeping up on scale-reactions down the line.

    Among similar compounds, ours stands out for stereochemical fidelity. Achieving high enantiomeric excess at 3S puts a demand on operating conditions more than on clever literature procedures. We ditched shortcut routes that shave off a few percentage points in time but threaten to leak racemization. Our chemists noticed that even subtle shifts in solvent ratio or temperature could bump up unwanted side-products. It’s for this reason our process controls go deeper than the “standard protocol”—we track not just the product but the journey of each intermediate, from raw material up to the final carbonate, right through to the crystalline acid.

    What Makes (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid Useful? Look to Its Role in Synthesis.

    Building blocks are not all created equal. In medicinal chemistry, for example, the need for a protected pyrrolidine ring crops up in multiple lead compounds. The Boc protecting group is bulky enough to avoid unwanted reactions, but flexible enough that you don’t fight a losing battle during deprotection. The free carboxylic acid increases solubility in various solvents, especially those that are water-miscible, which plays into coupling efficiencies—facts that come from actual runs, not just what suppliers print on spec sheets. When we support peptide elongation or design a new peptidomimetic, the Boc-pyrrolidine supplies the rigidity many open-chain analogs lack. People sometimes overlook how proline analogs like this one can “tune” turn structures in peptides, but for our clients in pharmaceutical R&D, that’s often the difference between a successful mimic or just another sequence on paper.

    Differences That Matter in the Lab, Not Just on Paper

    Based on experience, the difference between our (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid and more generic versions is not just purity—it’s predictability. Peptide chemists need this compound to survive coupling conditions, to remain stable in solution, to play well with carbodiimide or uronium reagents, and to cleave on demand. We’ve tested head-to-head against samples sourced from bulk traders; while some claim higher purity, their batches lose ground during storage, develop colored impurities, or display odd retention times under reverse-phase HPLC conditions. Ours appears as a tight single peak, survives multiple freeze-thaw cycles, and dissolves consistently in N,N-dimethylformamide, acetonitrile, or methanol.

    Many rivals supply only racemic mixtures—cheaper, and possibly useful in racemic resolution projects, but unsuitable for asymmetric synthesis. Our route favors a high % of the (3S) enantiomer, which spares researchers from the extra work of resolving a racemic mixture and cuts down cycle time from initial coupling to final product. With chiral control embedded into our workflow, materials purchased here do not require extra verification by the end user, which, in projects with tight timelines, means a lot.

    From Raw Material to Finished Compound: What Experience Has Taught Us

    Our chemists start with well-sourced pyrrolidine precursors, not just for compliance, but because inconsistent input leads to unpredictable output. Years ago, we learned what happens to downstream yields when even a small percentage of the precursor arrives out of spec. We reformulated solvents to remove trace amine and peroxide contaminants, cut down on batch-to-batch variation, and introduced analytics at every step. The result: a reliable source of (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid that doesn’t just match a spec sheet, but truly fits the needs of our own team when running complex syntheses.

    Throughout the process, we listen to fellow chemists. More than once, feedback has spurred us to tweak a crystallization step or re-run stability tests under more extreme conditions—dry box, humidity, long-term storage at different temperatures. We’ve frozen, thawed, and redissolved our product to mimic real working environments, sometimes discovering overlooked issues before they could trip up a customer. In a few cases, we caught low-level byproducts (<0.1%) undetected by routine testing, adjusted our purification, and delivered material that withstood the heavy-duty checks required by pharmaceutical partners.

    Common Uses, Backed By Real End-User Experience

    Most requests for (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid come from research groups or pharmaceutical companies tackling peptide analogs, non-natural amino acid incorporation, and SAR expansions when standard alpha-amino acids aren’t enough. We’ve observed it slotting into key steps as partners construct branched, macrocyclic, or beta-turn features in drug candidates. The Boc group, reliable as ever, blocks the amine from side reactions during condensation or esterification, and lifts off cleanly under controlled acidolysis. Our own in-house studies confirm the ease of deprotection—no colored byproducts, minimal degradation, straightforward filtration.

    Materials like this one rarely act alone. Researchers couple the Boc-pyrrolidine to a host of other protected units, often running dozens of syntheses in parallel. Our crystalline powder dissolves in standard peptide solvents, but we advise drying agents and using anhydrous conditions for best performance—habits we stick to ourselves, having suffered through the sticky films and side-reactions that even a trace of water can cause.

    Key Distinctions From Other Pyrrolidine-Based Building Blocks

    We compare (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid to an ever-growing catalog of similar compounds: free pyrrolidine, N-Boc-pyrrolidine, and other ring-substituted derivatives. Free base versions speed up some reactions, but at the cost of uncontrolled reactivity. The Boc-protected amino acid preserves stereochemistry with less risk of unwanted cyclization or polymerization. N-Boc-pyrrolidine skips the acid group, limiting its use in peptide coupling or fragment elongation. Our compound offers both—a protected amine and a reactive acid—giving it the duality needed for solid-phase synthesis and solution-phase assembly, a reality proven out by recurring customer orders from peptide, polymer, and materials chemistry teams.

    Comparing our product’s crystal habit, handling, and shelf stability to others, we see tighter control over particle size and less aggregation. Unlike hygroscopic versions that clump within days, ours flows freely, holds its weight on the balance, and doesn’t yellow under light—factors that, while not always visible in standard assays, have a measurable impact on day-to-day work in synthetic labs. We also take user feedback seriously; if anyone finds issues transferring or dissolving a batch, our technical team traces the problem, so the learning feeds back into the next production run.

    How We Solve Real World Problems In Synthesis

    We’ve built our production of (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid around the realities of modern chemistry labs. Supply interruptions have taught us to schedule overlapping syntheses, ensuring stock is always available. Seasonal temperature swings once caused fluctuations in product solubility, so we temperature-treat each batch room and maintain consistent storage conditions. When a batch encounters an unexpected behavioral change, our response draws on experience—tracking solvents, re-running analytical curves, cross-checking glassware, even pulling samples from archived reserves to find the root cause.

    Technical support is not outsourced; our own chemists back up every shipment. Conversations with users often lead us to tweak reaction times, recommend alternate solvents, or share insight into obscure side-reactions. If someone reports low yield, our team investigates the coupling partners or conditions—not just blaming the product—and follows up with recovery ideas or changes to the work-up. A knowledge base built on direct feedback, rather than distant customer service, has helped sharpen our process and raise standards across the board.

    Commitment to Quality, Proven by Daily Practice

    Stories behind each batch of (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid reveal the value of continual vigilance. Years ago, trace chlorinated byproducts from a cleaning step nearly cost us a contract; since then, each cleaning solvent is monitored and rinsed repeatedly, even at downtime. There’s no shortcut to this level of oversight—inspections, controls, and checks have become routine, not just procedure. Our in-house analytics are modern, but we never fully trust instrumentation over a chemist’s eyes or hands. Graininess in a finished batch, odd scents, or stubborn filters trigger full reviews and, if need be, production halts until we fix the issue.

    Sourcing reagents also calls for extra care. We test every new vendor, sometimes running pilot reactions using only their materials, before scaling. Unannounced changes in supply chain, packaging, or even the shape of bottles sometimes creep in from upstream, so each incoming lot receives its own ID and tracking sheet. We never assume yesterday’s process always works today; every new input has to prove itself in actual reaction and purification.

    Looking Ahead: Where Meaningful Improvement Happens

    Demand for (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid grows as research in pharmaceutical chemistry pivots toward more complex, non-natural amino acid analogs. As capacity expands, we keep quality in focus—opting for upgrades to reactor design, drying systems, and storage rather than pushing for maximum throughput at the cost of integrity. During scale-up trials, our team records and reviews every anomaly, and only when a process runs without incident over several cycles do we commit to commercial expansion.

    Real improvements come from the lab floor, not executive decisions far removed from chemistry. Some of our procedures started as ideas jotted in notebooks—the result of failures overcome, insights gained, and, sometimes, direct conversations with users frustrated by other suppliers. We pass along practical tips, based on in-house trial and error: best solvents, methods to check for decomposition, approaches to large-scale crystallization. This communal knowledge, more than any single advancement, keeps pushing our standards forward.

    Trust Unfolds Over Time

    Year after year, clients return for our (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid, some giving us updates on their projects, some sharing data on test batches. We view this ongoing relationship as more valuable than any single sale. Our team prioritizes transparency—if a delay or issue arises, we don’t mask it but offer explanations and alternatives, often before the question is raised. Old clients know this about us; new partners learn it quickly when they see every answer tied to real-world chemistry, not just compliant paperwork.

    Looking back, problems we’ve solved range from simple batch failures to complex stability issues in end-user formulations. Each time, the solution required eyes-on chemistry and a willingness to adjust, whether that meant reworking an entire step or phasing in new materials. Today, each container of (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid shipped from our site represents not just a product, but a chapter in a learning process shaped by hands-on work, shared experience, and the demands of real chemistry.

    Closing Thoughts from the Lab

    Day in and day out, we strive for (3S)-1-(Tert-Butoxycarbonyl)-3-Pyrrolidinecarboxylic Acid that arrives not just as described, but as expected—every crystal, every grain, every property in check because chemistry always rewards diligence. Routine becomes a safeguard, oversight protects the unexpected, and ongoing feedback keeps pushing us to do better. Each technical success builds trust, and every challenge tackled together with our clients becomes part of a growing expertise that benefits the next batch, the next project, and the next breakthrough in science.