N-Boc-O-Benzyl-D-serine

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  • N-Boc-O-Benzyl-D-serine

Short Description:

Boc-O-Benzyl-D-serine is a compound that has gained significant attention in the field of organic chemistry and pharmaceutical research. This compound, also known as Boc-D-serine, is a derivative of the amino acid D-serine and is widely used in the synthesis of various pharmaceuticals and bioactive molecules. N-Boc-O-Benzyl-D-serine is a white to off-white crystalline powder that is sparingly soluble in water and soluble in organic solvents such as methanol and ethanol. It is a derivative of D-serine, which is a non-proteinogenic amino acid that plays a crucial role in the central nervous system as a co-agonist of the N-methyl-D-aspartate (NMDA) receptor. The N-Boc (tert-butoxycarbonyl) and O-Benzyl groups in the compound serve as protective groups, allowing for selective manipulation of the amino acid during chemical synthesis.N-Boc-O-Benzyl-D-serine is primarily utilized as a building block in the synthesis of peptides and peptidomimetics. Peptides are short chains of amino acids that play diverse roles in biological processes and are of great interest in drug discovery and development


  • FOB Price: US 5 - 2000 / KG
  • Min.Order Quantity: 1 KG
  • Supply Ability: 10000 KG/per Month
  • Port: Shanghai /Beijing
  • Payment Terms: L/C,D/A,D/P,T/T,O/A
  • Shipping Terms: By sea/By Air/By Courier
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    Product Detail

    Product Tags

    Product Name: N-Boc-O-Benzyl-D-serine Powder

    CAS No.: 
    Molecular Formula: C₁₅H₂₁NO₅ 
    Molecular Weight: 295.33 g/mol 
    Purity: ≥98% (HPLC) 
    Appearance: White crystalline powder 
    Storage Conditions: Store at -20°C in a dry, dark, and sealed container 

    Product Overview

    N-Boc-O-Benzyl-D-serine is a protected derivative of D-serine, widely used in peptide synthesis and pharmaceutical research. Its tert-butoxycarbonyl (Boc) and benzyl (Bzl) groups provide dual protection for the amino and hydroxyl functionalities, ensuring stability during complex synthetic processes .

    Key Features

    • High Purity: Rigorous quality control ensures HPLC purity ≥98% for reliable experimental outcomes .
    • D-Stereochemistry: The D-configuration offers unique advantages in chiral drug development and bioactive peptide design .
    • Dual Protection: Boc and Bzl groups prevent undesired side reactions during peptide chain assembly .

    Applications

    1. Peptide Synthesis
      • Solid-Phase Synthesis: The benzyl group is cleaved simultaneously with resin cleavage using HF or TFMSA .
      • Solution-Phase Synthesis: Hydrogenolysis selectively removes the benzyl group while retaining the Boc protection .
      • Hydrophilicity Enhancement: Serine residues improve peptide solubility and receptor binding via hydrogen bonding .
    2. Pharmaceutical Intermediates
      • Used in synthesizing chiral drugs, enzyme inhibitors, and targeted therapies .

    Safety & Handling

    • Precautions: Avoid skin/eye contact and inhalation. Use PPE (gloves, goggles) in a well-ventilated area .
    • First Aid: Rinse with water if exposed. Seek medical attention if necessary .
    • Disposal: Follow local regulations for chemical waste disposal .

    Regulatory Compliance

    • Listed in China’s Chemical Inventory and compliant with REACH, TSCA, and ISO standards .
    • Not classified as hazardous under IMDG/IMO regulations .

    Why Choose Us?

    • Quality Assurance: Batch-specific COA provided.
    • Global Shipping: Fast delivery to the EU, US, and Asia.
    • Technical Support: Expert guidance on synthesis protocols and applications.

    Keywords:
    N-Boc-O-Benzyl-D-serine, CAS 47173-80-8, Peptide Synthesis Reagent, D-Serine Derivative, Boc-Protected Amino Acid, Pharmaceutical Intermediate

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