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CAS 7535-56-0

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N-(tert-Butoxycarbonyl)-L-phenylalanine p-nitrophenyl ester

Description:
N-(tert-Butoxycarbonyl)-L-phenylalanine p-nitrophenyl ester is a chemical compound commonly used in peptide synthesis and as a protecting group in organic chemistry. It features a tert-butoxycarbonyl (Boc) group, which serves to protect the amino group of the L-phenylalanine residue during chemical reactions. The p-nitrophenyl ester moiety enhances the reactivity of the carboxylic acid, facilitating the formation of peptide bonds. This compound is typically a solid at room temperature and is soluble in organic solvents such as dichloromethane and dimethylformamide. Its structure allows for selective reactions, making it valuable in synthetic organic chemistry, particularly in the preparation of peptides and other complex molecules. The presence of the nitrophenyl group also provides a chromogenic property, which can be useful for monitoring reactions. As with many chemical substances, proper handling and safety precautions should be observed, as it may pose health risks if ingested or inhaled.
Formula:C20H22N2O6
InChI:InChI=1S/C20H22N2O6/c1-20(2,3)28-19(24)21-17(13-14-7-5-4-6-8-14)18(23)27-16-11-9-15(10-12-16)22(25)26/h4-12,17H,13H2,1-3H3,(H,21,24)/t17-/m0/s1
InChI key:InChIKey=QZIWWFMMLBBICG-KRWDZBQOSA-N
SMILES:[C@H](CC1=CC=CC=C1)(C(OC2=CC=C(N(=O)=O)C=C2)=O)NC(OC(C)(C)C)=O
Synonyms:
  • 4-nitrophenyl N-(tert-butoxycarbonyl)-L-phenylalaninate
  • 4-nitrophenyl N-(tert-butoxycarbonyl)phenylalaninate
  • <span class="text-smallcaps">L</span>-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, 4-nitrophenyl ester
  • Alanine, N-carboxy-3-phenyl-, N-tert-butyl p-nitrophenyl ester
  • Alanine, N-carboxy-3-phenyl-, N-tert-butyl p-nitrophenyl ester, <span class="text-smallcaps">L</span>-
  • BOC-<span class="text-smallcaps">L</span>-Phenylalanine p-nitrophenyl ester
  • Boc-Phe-ONp
  • N-(tert-Butoxycarbonyl)-<span class="text-smallcaps">L</span>-phenylalanine p-nitrophenyl ester
  • N-(tert-Butoxycarbonyl)phenylalanine 4-nitrophenyl ester
  • N-(tert-Butoxycarbonyl)phenylalanine p-nitrophenyl ester
  • See more synonyms
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