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CAS 2448-45-5

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N-(Benzyloxycarbonyl)-D-phenylalanine

Description:
N-(Benzyloxycarbonyl)-D-phenylalanine, commonly referred to as Z-D-phenylalanine, is an amino acid derivative characterized by the presence of a benzyloxycarbonyl (Z) protecting group attached to the amino group of D-phenylalanine. This compound is typically used in peptide synthesis as a protecting group, which helps to prevent unwanted reactions during the formation of peptide bonds. It is a white to off-white crystalline solid that is soluble in organic solvents such as methanol and dimethyl sulfoxide, but less soluble in water. The presence of the phenyl group contributes to its hydrophobic characteristics, while the benzyloxycarbonyl group enhances stability and reactivity in synthetic applications. Z-D-phenylalanine is also of interest in biochemical research, particularly in studies involving protein structure and function. Its CAS number, 2448-45-5, is used for identification in chemical databases and regulatory contexts. Overall, this compound plays a significant role in organic synthesis and medicinal chemistry.
Formula:C17H17NO4
InChI:InChI=1/C17H17NO4/c19-16(20)15(11-13-7-3-1-4-8-13)18-17(21)22-12-14-9-5-2-6-10-14/h1-10,15H,11-12H2,(H,18,21)(H,19,20)/t15-/m1/s1
InChI key:InChIKey=RRONHWAVOYADJL-OAHLLOKOSA-N
SMILES:[C@H](CC1=CC=CC=C1)(NC(OCC2=CC=CC=C2)=O)C(O)=O
Synonyms:
  • (2R)-2-{[(Benzyloxy)carbonyl]amino}-3-phenylpropanoic acid
  • (2R)-3-Phenyl-2-(phenylmethoxycarbonylamino)propanoic acid
  • (R)-2-(Benzyloxycarbonylamino)-3-phenylpropanoic acid
  • (R)-N-(Benzyloxycarbonyl)phenylalanine
  • <span class="text-smallcaps">D</span>-(Carbobenzoxy)phenylalanine
  • <span class="text-smallcaps">D</span>-(Carbobenzyloxy)phenylalanine
  • <span class="text-smallcaps">D</span>-Phenylalanine, N-[(phenylmethoxy)carbonyl]-
  • Alanine, N-carboxy-3-phenyl-, N-benzyl ester, <span class="text-smallcaps">D</span>-
  • Benzyloxycarbonyl-<span class="text-smallcaps">D</span>-phenylalanine
  • CBZ-<span class="text-smallcaps">D</span>-Phenylalanine
  • See more synonyms
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