Cas no 895245-32-6 (1-Pyrrolidinecarboxylic acid, 3,4-bis(hydroxymethyl)-, 1,1-dimethylethylester, (3R,4R)-)

The compound (3R,4R)-3,4-bis(hydroxymethyl)-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester is a chiral pyrrolidine derivative with significant utility in asymmetric synthesis and pharmaceutical applications. Its key structural features include two hydroxymethyl groups and a tert-butyl ester moiety, enhancing its reactivity and stability. The (3R,4R)-stereochemistry ensures high enantioselectivity, making it valuable for constructing complex molecular frameworks. This compound serves as a versatile intermediate in medicinal chemistry, particularly for designing enzyme inhibitors and bioactive molecules. Its functional groups allow for selective modifications, facilitating tailored derivatization. The tert-butyl ester provides protection for the carboxylic acid, improving handling and storage. Overall, its well-defined stereochemistry and multifunctional design make it a reliable building block for synthetic and research applications.
1-Pyrrolidinecarboxylic acid, 3,4-bis(hydroxymethyl)-, 1,1-dimethylethylester, (3R,4R)- structure
895245-32-6 structure
Product Name:1-Pyrrolidinecarboxylic acid, 3,4-bis(hydroxymethyl)-, 1,1-dimethylethylester, (3R,4R)-
CAS No:895245-32-6
MF:C11H21NO4
MW:231.28874373436
MDL:MFCD15071832
CID:1942233
Update Time:2025-10-30

1-Pyrrolidinecarboxylic acid, 3,4-bis(hydroxymethyl)-, 1,1-dimethylethylester, (3R,4R)- Chemical and Physical Properties

Names and Identifiers

    • 1-Pyrrolidinecarboxylic acid, 3,4-bis(hydroxymethyl)-, 1,1-dimethylethylester, (3R,4R)-
    • (3R,4R)-TERT-BUTYL 3,4-BIS(HYDROXYMETHYL)PYRROLIDINE-1-CARBOXYLATE
    • 1-Pyrrolidinecarboxylic acid, 3,4-bis(hydroxymethyl)-, 1,1-dimethylethyl ester, (3R,4R)-
    • MDL： MFCD15071832
    • Inchi： 1S/C11H21NO4/c1-11(2,3)16-10(15)12-4-8(6-13)9(5-12)7-14/h8-9,13-14H,4-7H2,1-3H3/t8-,9-/m1/s1
    • InChI Key： HEFYZXCUGNIOCW-RKDXNWHRSA-N
    • SMILES： N1(C(OC(C)(C)C)=O)C[C@H](CO)[C@@H](CO)C1

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 5

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1-Pyrrolidinecarboxylic acid, 3,4-bis(hydroxymethyl)-, 1,1-dimethylethylester, (3R,4R)- Related Literature

Additional information on 1-Pyrrolidinecarboxylic acid, 3,4-bis(hydroxymethyl)-, 1,1-dimethylethylester, (3R,4R)-

Comprehensive Overview of 1-Pyrrolidinecarboxylic acid, 3,4-bis(hydroxymethyl)-, 1,1-dimethylethylester, (3R,4R)- (CAS No. 895245-32-6)

The compound 1-Pyrrolidinecarboxylic acid, 3,4-bis(hydroxymethyl)-, 1,1-dimethylethylester, (3R,4R)- (CAS No. 895245-32-6) is a highly specialized chiral pyrrolidine derivative with significant applications in pharmaceutical synthesis and organic chemistry. Its unique stereochemistry, marked by the (3R,4R) configuration, makes it a valuable building block for asymmetric synthesis and drug development. Researchers and industry professionals often search for this compound under keywords like "chiral pyrrolidine derivatives", "hydroxymethyl-functionalized esters", and "asymmetric synthesis intermediates", reflecting its relevance in modern synthetic methodologies.

In recent years, the demand for enantiomerically pure compounds has surged, driven by advancements in targeted drug delivery and precision medicine. The 3,4-bis(hydroxymethyl) moiety in this compound offers versatile reactivity, enabling its use in the synthesis of complex molecules such as protease inhibitors and enzyme modulators. Its 1,1-dimethylethyl ester group further enhances stability, making it suitable for multi-step synthetic routes. Frequently asked questions in search engines include: "How is CAS 895245-32-6 used in peptide synthesis?" and "What are the industrial applications of (3R,4R)-pyrrolidine derivatives?", highlighting its interdisciplinary importance.

From a structural perspective, the compound’s hydroxymethyl groups provide sites for further functionalization, aligning with trends in green chemistry and sustainable catalysis. Its compatibility with microwave-assisted synthesis and flow chemistry techniques has also been explored, addressing the growing interest in energy-efficient chemical processes. Analytical techniques such as HPLC and NMR are commonly employed to verify its purity and stereochemical integrity, topics often queried in academic forums.

The pharmaceutical industry particularly values this compound for its role in designing bioactive scaffolds. For instance, its incorporation into small-molecule APIs (Active Pharmaceutical Ingredients) has been documented in patents related to neurological disorders and metabolic diseases. Searches like "CAS 895245-32-6 in CNS drug development" underscore its therapeutic potential. Additionally, its low toxicity profile, as evidenced by in vitro studies, makes it a candidate for prodrug formulations.

In summary, 1-Pyrrolidinecarboxylic acid, 3,4-bis(hydroxymethyl)-, 1,1-dimethylethylester, (3R,4R)- represents a nexus of innovation in synthetic and medicinal chemistry. Its adaptability to high-throughput screening and combinatorial chemistry workflows ensures its continued relevance in both academic and industrial settings. As research trends shift toward personalized therapeutics and catalysis optimization, this compound is poised to remain a critical tool for chemists worldwide.

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