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CAS 4132-86-9

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N-(Benzyloxycarbonyl)-DL-alanine

Description:
N-(Benzyloxycarbonyl)-DL-alanine, also known as Z-DL-alanine, is an amino acid derivative characterized by the presence of a benzyloxycarbonyl (Z) protecting group attached to the amino group of DL-alanine. This compound is typically a white to off-white crystalline solid and is soluble in organic solvents such as methanol and dimethyl sulfoxide, but has limited solubility in water. The Z group serves as a protective moiety, making it useful in peptide synthesis, as it can be selectively removed under specific conditions to facilitate further reactions. The compound exhibits typical amino acid properties, including the ability to participate in peptide bond formation. Its structure includes both an amino group and a carboxylic acid group, which contribute to its reactivity and interactions in biochemical processes. N-(Benzyloxycarbonyl)-DL-alanine is often utilized in research and pharmaceutical applications, particularly in the synthesis of peptides and other bioactive compounds. Safety data should be consulted for handling and storage, as with all chemical substances.
Formula:C11H13NO4
InChI:InChI=1S/C11H13NO4/c1-8(10(13)14)12-11(15)16-7-9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,12,15)(H,13,14)
InChI key:InChIKey=TYRGLVWXHJRKMT-UHFFFAOYSA-N
SMILES:C(OC(NC(C(O)=O)C)=O)C1=CC=CC=C1
Synonyms:
  • (2R)-2-{[(benzyloxy)carbonyl]amino}propanoate
  • 2-[(Benzyloxycarbonyl)amino]propanoic acid
  • <span class="text-smallcaps">DL</span>-(Carbobenzyloxy)alanine
  • <span class="text-smallcaps">DL</span>-Alanine, N-carboxy-, N-benzyl ester
  • <span class="text-smallcaps">DL</span>-Cbz alanine
  • Alanine, N-[(phenylmethoxy)carbonyl]-
  • Alanine, N-carboxy-, N-benzyl ester, <span class="text-smallcaps">DL</span>-
  • Benzyloxycarbonyl-<span class="text-smallcaps">DL</span>-alanine
  • Cbz-DL-alanine
  • N-(Benzyloxycarbonyl)-<span class="text-smallcaps">DL</span>-alanine
  • See more synonyms
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