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    110221-26-6

    Catalog No. EBD3502

    CAS 110221-26-6

    Name (2S,6R)-6-Amino-2-(2-thienyl)-1,4-thiazepan-5-one

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    Basic Information

    Synonyms: (2S,6R)-6-amino-5-oxo-2-(2-thienyl)perhydro-1,4-thiazepine 1,4-Thiazepin-5(2H)-one,6-aminotetrahydro-2-(2-thienyl)-,(2S,6R)- (2S,6R)-6-Amino-2-(2-thienyl)-1,4-thiazepan-5-one

    Molecular Formula: C9H12N2OS2

    Molecular Weight: 228.33

    MDL Number: MFCD08458730

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > APIs and Their Salts > Anti-infectives

    Product Description:
    (2S,6R)-6-Amino-2-(2-thienyl)-1,4-thiazepan-5-one is a chiral, heterocyclic compound featuring a 1,4-thiazepane core substituted with a thiophene ring and an amino group. Its specific stereochemistry, defined by the (2S,6R) configuration, is a critical structural feature for its biological activity. This compound is a key synthetic intermediate in the production of Cefcapene pivoxil hydrochloride, a third-generation oral cephalosporin antibiotic. Cefcapene pivoxil is a prodrug that is hydrolyzed in the body to release the active metabolite, cefcapene. The precise stereochemistry of this intermediate is essential for ensuring the correct three-dimensional structure and efficacy of the final antibiotic molecule, which is used to treat a variety of bacterial infections. As a specialized building block in pharmaceutical synthesis, its primary industrial significance lies in the manufacture of this specific API. Its structure combines a thiazepane ring (a seven-membered ring containing nitrogen and sulfur) with a thiophene heterocycle, making it a non-trivial synthetic target requiring controlled stereoselective synthesis.
    Physical Properties

    Melting Point: 163-1650C

    Boiling Point: 492.8 °C at 760 mmHg

    Flash Point: 251.8 °C

    Density: 1.286

    Analytical Data

    Appearance: white crystalline powder

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