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    168263-80-7

    Catalog No. EBD3326401

    CAS 168263-80-7

    Name 1,2-Pyrrolidinedicarboxylic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, 2-methyl 1-(phenylmethyl) ester, (2S,4S)-

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    Basic Information

    Synonyms: 1,2-Pyrrolidinedicarboxylicacid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-,2-methyl1-(phenylmethyl)ester,(2S,4S)- 1-benzyl2-methyl(2S,4S)-4-{[(tert-butoxy)carbonyl]amino}pyrrolidine-1,2-dicarboxylate

    Molecular Formula: C19H26N2O6

    Molecular Weight: 378.42

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates

    Product Description:
    (2S,4S)-1-Benzyl 2-methyl 4-((tert-butoxycarbonyl)amino)pyrrolidine-1,2-dicarboxylate is a chiral, protected pyrrolidine derivative. It features a Boc-protected amino group at the 4-position and benzyl and methyl ester groups at the 1- and 2-positions, respectively. The compound is characterized by its (2S,4S) stereochemistry, making it a valuable non-racemic building block. This compound is primarily utilized as a key chiral intermediate in pharmaceutical synthesis. Its pyrrolidine scaffold is a common structural motif found in numerous bioactive molecules and active pharmaceutical ingredients (APIs). The presence of orthogonal protecting groups (Boc and benzyl ester) allows for selective deprotection and further functionalization, facilitating its incorporation into complex target molecules during medicinal chemistry and process development campaigns. The high enantiomeric purity and defined stereochemistry of this intermediate are critical for the synthesis of stereospecific drugs, where the biological activity is often dependent on the absolute configuration. It is typically employed in research and development settings for constructing peptidomimetics and other nitrogen-containing heterocyclic compounds of therapeutic interest.
    Physical Properties
    mg g kg ml l t