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    370882-66-9

    Catalog No. EBD3123113

    CAS 370882-66-9

    Name (1S,5R)-tert-butyl 3,6-diazabicyclo[3.2.0]heptane-6-carboxylate

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    Basic Information

    Synonyms: (1S,5R)-3,6-Diazabicyclo[3.2.0]heptane-6-carboxylicacidtert-butylester

    Molecular Formula: C10H18N2O2

    Molecular Weight: 198.26

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    (1S,5R)-tert-Butyl 3,6-diazabicyclo[3.2.0]heptane-6-carboxylate is a chiral bicyclic amine derivative featuring a fused diazabicyclo[3.2.0]heptane scaffold. This compound serves as a protected form of the (1S,5R)-3,6-diazabicyclo[3.2.0]heptane core, with the tert-butoxycarbonyl (Boc) group safeguarding the secondary amine. Its primary and most significant application is as a key chiral building block in pharmaceutical research and development. The rigid, three-dimensional diazabicyclo[3.2.0]heptane structure is a privileged scaffold in medicinal chemistry, often incorporated into drug candidates to modulate their physicochemical properties, bioavailability, and target binding affinity. This specific stereoisomer is notably utilized in the synthesis of complex molecules targeting various therapeutic areas. As a versatile synthetic intermediate, it is valued for its ability to introduce a constrained, chiral diamine motif. The Boc-protected amine is stable under many reaction conditions but can be readily deprotected under acidic conditions to reveal the free amine for further functionalization, making it a practical handle in multi-step synthetic sequences.
    Physical Properties
    mg g kg ml l t