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    503168-22-7

    Catalog No. EBD1397031

    CAS 503168-22-7

    Name (3R,4R)-methyl 4-aminotetrahydro-2H-pyran-3-carboxylate

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    Basic Information

    Synonyms: methyl(3R,4R)-4-aminotetrahydropyran-3-carboxylate (3R,4R)-methyl4-aminotetrahydro-2H-pyran-3-carboxylate

    Molecular Formula: C7H13NO3

    Molecular Weight: 159.19

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

    Product Description:
    Methyl 4-aminotetrahydro-2H-pyran-3-carboxylate is a heterocyclic organic compound featuring both an amino group and a methyl ester group on a tetrahydropyran ring scaffold. This specific substitution pattern makes it a valuable chiral building block in synthetic chemistry. Its primary application is as a key intermediate in the pharmaceutical industry. It serves as a crucial precursor in the synthesis of various drug candidates and active pharmaceutical ingredients (APIs). Notably, it is extensively used in the preparation of hepatitis C virus (HCV) protease inhibitors, such as Grazoprevir (MK-5172), where its structure forms part of the macrocyclic P2-P4 linker. The compound's chirality and functional groups allow for the construction of complex molecular architectures required for high biological activity. As a bifunctional synthon containing a protected amine and an ester, it is also employed in medicinal chemistry research for constructing diverse compound libraries. Its utility extends to the synthesis of other heterocyclic systems and as a starting material for further derivatization, highlighting its role beyond a single specific drug synthesis pathway.
    Physical Properties

    Boiling Point: 224.2°C at 760 mmHg

    Flash Point: 88.6°C

    Density: 1.115g/cm3

    mg g kg ml l t