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CAS 2578-85-0

:

N-[(Phenylmethoxy)carbonyl]-D-phenylalanine 4-nitrophenyl ester

Description:
N-[(Phenylmethoxy)carbonyl]-D-phenylalanine 4-nitrophenyl ester, with the CAS number 2578-85-0, is a chemical compound that belongs to the class of amino acid derivatives. It features a phenylalanine backbone modified with a phenylmethoxycarbonyl (Pmc) protecting group and a 4-nitrophenyl ester moiety. This compound is typically characterized by its ability to participate in peptide synthesis and other organic reactions due to the presence of both the amino acid and ester functionalities. The Pmc group serves as a protective group for the amino function, allowing for selective reactions at other sites. The 4-nitrophenyl ester part of the molecule can be hydrolyzed under specific conditions, releasing the corresponding phenol and providing a means for further functionalization. The compound is often utilized in biochemical research and synthetic organic chemistry, particularly in the development of peptide-based drugs and in studies involving enzyme catalysis. Its stability, solubility, and reactivity make it a valuable intermediate in various synthetic pathways.
Formula:C23H20N2O6
InChI:InChI=1S/C23H20N2O6/c26-22(31-20-13-11-19(12-14-20)25(28)29)21(15-17-7-3-1-4-8-17)24-23(27)30-16-18-9-5-2-6-10-18/h1-14,21H,15-16H2,(H,24,27)/t21-/m1/s1
InChI key:InChIKey=TVENQUPLPBPLGU-OAQYLSRUSA-N
SMILES:[C@@H](CC1=CC=CC=C1)(C(OC2=CC=C(N(=O)=O)C=C2)=O)NC(OCC3=CC=CC=C3)=O
Synonyms:
  • (4-Nitrophenyl) (2R)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoate
  • <span class="text-smallcaps">D</span>-Phenylalanine, N-[(phenylmethoxy)carbonyl]-, 4-nitrophenyl ester
  • Alanine, N-carboxy-3-phenyl-, N-benzyl p-nitrophenyl ester, <span class="text-smallcaps">D</span>-
  • Alanine,N-carboxy-3-phenyl-, N-benzyl p-nitrophenyl ester, D-
  • N-(Benzyloxycarbonyl)-<span class="text-smallcaps">D</span>-phenylalanine 4-nitrophenyl ester
  • N-(Benzyloxycarbonyl)-<span class="text-smallcaps">D</span>-phenylalanine p-nitrophenyl ester
  • N-(Benzyloxycarbonyl)-D-phenylalanine 4-nitrophenyl ester
  • N-(Benzyloxycarbonyl)-D-phenylalanine p-nitrophenyl ester
  • N-[(Phenylmethoxy)carbonyl]-<span class="text-smallcaps">D</span>-phenylalanine 4-nitrophenyl ester
  • Z-D-Phe-Onp
  • See more synonyms
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