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    16948-39-3

    Catalog No. EBD2221685

    CAS 16948-39-3

    Name Boc-Ser(Bzl)-ONp

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    Basic Information

    Synonyms: L-Serine,N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-,4-nitrophenylester Boc-Ser(Bzl)-ONp Alanine,3-(benzyloxy)-N-carboxy-,N-tert-butylp-nitrophenylester,L- tert-Butyloxycarbonyl-O-benzyl-L-serinep-nitrophenylester

    Molecular Formula: C21H24N2O7

    Molecular Weight: 416.42

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Synthetic Chemistry > Basic Synthetic Reagents > Condensation Reagents

    Product Description:
    Boc-Ser(Bzl)-ONp is a protected amino acid active ester derivative, specifically the 4-nitrophenyl ester of Boc-O-benzyl-L-serine. It serves as a crucial building block in solid-phase peptide synthesis (SPPS) and solution-phase peptide chemistry. The Boc (tert-butoxycarbonyl) group protects the α-amino group, the benzyl (Bzl) ether protects the serine side-chain hydroxyl group, and the activated 4-nitrophenyl ester (ONp) facilitates efficient amide bond formation with the amino group of another amino acid or peptide fragment. Its primary application is in the synthesis of peptides containing serine residues, particularly when orthogonal protection strategies are required. The activated ester form allows for coupling reactions under mild conditions, often with reduced racemization risk compared to some other coupling methods. This makes it a valuable reagent for constructing complex peptide sequences for pharmaceutical research and development, including the synthesis of potential therapeutic peptides and peptidomimetics. As an activated ester, it also functions as a specialized peptide coupling reagent. While not as universal as standard carbodiimide-based reagents like DCC or EDC, Boc-Ser(Bzl)-ONp is a pre-activated, shelf-stable derivative that offers convenience and specificity for introducing the protected serine moiety, streamlining multi-step synthetic sequences in both academic and industrial laboratory settings.
    Physical Properties
    mg g kg ml l t