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    37784-17-1

    Catalog No. EBD2198161

    CAS 37784-17-1

    Name Boc-D-Pro-OH

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    Basic Information

    Synonyms: Boc-D-Pro-OH 1-Boc-D-proline Boc-D-proline (2R)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylate N-(tert-Butoxycarbonyl)-D-proline

    Molecular Formula: C10H17NO4

    Molecular Weight: 215.25

    MDL Number: MFCD00063226

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

    Product Description:
    N-Boc-D-proline is a chiral, N-protected derivative of the non-proteinogenic amino acid D-proline. It features a tert-butoxycarbonyl (Boc) protecting group on the secondary amine nitrogen of the proline pyrrolidine ring. This compound is a white to off-white crystalline powder. Its primary and most significant application is as a crucial chiral building block in the pharmaceutical industry for the synthesis of peptide-based drugs and peptidomimetics. The Boc group is a standard, acid-labile protecting group in solid-phase peptide synthesis (SPPS) and solution-phase synthesis, allowing for the selective deprotection and elongation of peptide chains. The D-proline configuration is essential for introducing specific conformational constraints and enhancing metabolic stability in therapeutic peptides and protease inhibitors. Beyond its role as a protected amino acid for peptide synthesis, N-Boc-D-proline is also a versatile intermediate in organic synthesis for constructing complex molecules containing proline motifs. It serves as a precursor for other proline derivatives and is used in the preparation of catalysts and ligands in asymmetric synthesis.
    Physical Properties

    Melting Point: 134-137 °C(lit.)

    Boiling Point: 337.2 °C at 760 mmHg

    Flash Point: 157.7 °C

    Density: 1.201 g/cm3

    Refractivity: 60 ° (C=2, AcOH)

    Storage: 2-8°C

    mg g kg ml l t