Cas no 140646-13-5 (tert-butyl (2R)-piperidine-2-carboxylate)

Technical Introduction: Tert-butyl (2R)-piperidine-2-carboxylate is a chiral piperidine derivative widely utilized as a key intermediate in organic synthesis and pharmaceutical applications. Its tert-butyl ester group enhances stability and facilitates selective deprotection under mild acidic conditions, making it valuable for peptide and heterocycle synthesis. The (2R)-configuration provides stereochemical control in asymmetric reactions, enabling the production of enantiomerically pure compounds. This compound is particularly useful in the synthesis of bioactive molecules, including APIs and ligands, due to its rigid piperidine scaffold. High purity and consistent performance ensure reliability in complex synthetic routes. Its compatibility with a range of reagents and solvents further underscores its versatility in research and industrial settings.
tert-butyl (2R)-piperidine-2-carboxylate structure
140646-13-5 structure
Product Name:tert-butyl (2R)-piperidine-2-carboxylate
CAS No:140646-13-5
MF:C10H19NO2
MW:185.26336312294
MDL:MFCD11974860
CID:1295289
PubChem ID:21969834
Update Time:2025-06-14

tert-butyl (2R)-piperidine-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 2-Piperidinecarboxylic acid, 1,1-dimethylethyl ester, (R)-
    • tert-butyl (2R)-piperidine-2-carboxylate
    • MFCD11974860
    • TERT-BUTYL (R)-PIPERIDINE-2-CARBOXYLATE
    • 2-Piperidinecarboxylicacid,1,1-dimethylethylester,(2R)-
    • (R)-tert-Butylpiperidine-2-carboxylate
    • tert-Butyl(R)-2-piperidinecarboxylate
    • 140646-13-5
    • 2-Piperidinecarboxylic acid, 1,1-dimethylethyl ester, (2R)-
    • AKOS017517837
    • AM9595
    • (R)-tert-Butyl piperidine-2-carboxylate
    • tert-butyl 2(R)-piperidine carboxylate
    • t-Butyl (R)-piperidine-2-carboxylate
    • SCHEMBL6433488
    • EN300-352253
    • tert-butyl (r)-2-piperidinecarboxylate
    • CS-0030257
    • C77540
    • MESKMUAFJDWOAR-MRVPVSSYSA-N
    • MDL: MFCD11974860
    • Inchi: 1S/C10H19NO2/c1-10(2,3)13-9(12)8-6-4-5-7-11-8/h8,11H,4-7H2,1-3H3/t8-/m1/s1
    • InChI Key: MESKMUAFJDWOAR-MRVPVSSYSA-N
    • SMILES: O(C(C)(C)C)C([C@H]1CCCCN1)=O

Computed Properties

  • Exact Mass: 185.14167
  • Monoisotopic Mass: 185.141578849g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 184
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.3
  • Topological Polar Surface Area: 38.3?2

Experimental Properties

  • PSA: 38.33

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Additional information on tert-butyl (2R)-piperidine-2-carboxylate

Comprehensive Overview of tert-butyl (2R)-piperidine-2-carboxylate (CAS No. 140646-13-5): Properties, Applications, and Industry Insights

The compound tert-butyl (2R)-piperidine-2-carboxylate (CAS No. 140646-13-5) is a chiral intermediate widely utilized in pharmaceutical synthesis and organic chemistry. Its structural uniqueness, characterized by the tert-butyl ester group and the (2R)-piperidine-2-carboxylate backbone, makes it a versatile building block for asymmetric synthesis. Researchers and manufacturers increasingly focus on this compound due to its role in producing enantiomerically pure APIs (Active Pharmaceutical Ingredients), aligning with the growing demand for precision medicine.

One of the most searched questions in AI-driven drug discovery platforms revolves around "chiral auxiliaries for asymmetric synthesis," where tert-butyl (2R)-piperidine-2-carboxylate stands out. Its stereochemical stability and compatibility with N-protecting groups make it ideal for constructing complex molecular architectures. Recent publications highlight its application in peptide mimetics and kinase inhibitor development, addressing trending topics like "targeted cancer therapies" and "neurodegenerative disease research."

From a technical perspective, the CAS No. 140646-13-5 compound exhibits excellent solubility in organic solvents such as dichloromethane and tetrahydrofuran, a feature frequently queried in chemical database searches. Its boiling point and storage conditions (typically under inert gas) are critical for industrial-scale handling, as emphasized in Good Manufacturing Practice (GMP) guidelines. These properties are often cross-referenced with green chemistry principles, another high-traffic keyword in modern synthetic chemistry discussions.

The pharmaceutical industry leverages this compound’s enantioselective properties to optimize drug efficacy while minimizing side effects—a priority in FDA approval processes. For instance, its derivatives appear in preclinical studies for G-protein-coupled receptor (GPCR) modulators, a hot topic in AI-based molecular modeling forums. Additionally, patent analyses reveal its utility in prodrug formulations, answering frequent queries about "controlled-release drug delivery systems."

In academic settings, tert-butyl (2R)-piperidine-2-carboxylate serves as a pedagogical tool for demonstrating stereocontrolled reactions. Laboratory supply vendors report increased searches for this compound paired with terms like "Schlenk technique" or "catalytic hydrogenation," reflecting its relevance in advanced organic chemistry curricula. Its NMR spectra (particularly 13C and 1H signals) are also widely documented, supporting spectroscopic identification workflows.

Environmental and regulatory considerations further enhance its profile. Unlike some volatile intermediates, this compound’s low ecotoxicity aligns with REACH compliance standards—a frequent search criterion among EU-based manufacturers. Moreover, its solid-state stability at room temperature reduces logistical challenges, a practical advantage highlighted in supply chain optimization case studies.

Emerging applications include its use in metal-organic frameworks (MOFs) and catalysis, areas gaining traction in materials science communities. Computational chemists often model its conformational flexibility to design novel ligands, addressing queries like "molecular docking scaffolds." Such interdisciplinary relevance ensures sustained interest in CAS No. 140646-13-5 across biotech, nanotechnology, and academic research sectors.

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