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CAS 5545-54-0

:

O-(1,1-Dimethylethyl)-N-[(phenylmethoxy)carbonyl]-L-tyrosine

Description:
O-(1,1-Dimethylethyl)-N-[(phenylmethoxy)carbonyl]-L-tyrosine, with the CAS number 5545-54-0, is a synthetic amino acid derivative that features a tyrosine backbone modified with specific protective groups. This compound is characterized by the presence of a tert-butyl group (1,1-dimethylethyl) at the oxygen position, which enhances its lipophilicity and stability. The N-[(phenylmethoxy)carbonyl] moiety serves as a protective group for the amino function, making it useful in peptide synthesis and other organic reactions. The structure allows for potential applications in pharmaceuticals, particularly in the development of prodrugs or as intermediates in the synthesis of biologically active compounds. Its solubility profile is influenced by the hydrophilic tyrosine residue and the hydrophobic tert-butyl and phenyl groups, which can affect its interaction with biological systems. Overall, this compound exemplifies the strategic modification of amino acids to enhance their properties for specific applications in medicinal chemistry and biochemistry.
Formula:C21H25NO5
InChI:InChI=1S/C21H25NO5/c1-21(2,3)27-17-11-9-15(10-12-17)13-18(19(23)24)22-20(25)26-14-16-7-5-4-6-8-16/h4-12,18H,13-14H2,1-3H3,(H,22,25)(H,23,24)/t18-/m0/s1
InChI key:InChIKey=YKVBQSGNGCKQSV-SFHVURJKSA-N
SMILES:C([C@H](NC(OCC1=CC=CC=C1)=O)C(O)=O)C2=CC=C(OC(C)(C)C)C=C2
Synonyms:
  • (S)-2-(((Benzyloxy)carbonyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid
  • <span class="text-smallcaps">L</span>-Tyrosine, O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-
  • Alanine, 3-(p-tert-butoxyphenyl)-N-carboxy-, N-benzyl ester
  • Alanine, 3-(p-tert-butoxyphenyl)-N-carboxy-, N-benzyl ester, <span class="text-smallcaps">L</span>-
  • N-(Benzyloxycarbonyl)-O-tert-butyl-<span class="text-smallcaps">L</span>-tyrosine
  • N-(Benzyloxycarbonyl)-O-tert-butyltyrosine
  • N<sup>α</sup>-(Benzyloxycarbonyl)-O-tert-butyl-<span class="text-smallcaps">L</span>-tyrosine
  • O-(1,1-Dimethylethyl)-N-[(Phenylmethoxy)Carbonyl]-L-Tyrosine
  • O-(1,1-Dimethylethyl)-N-[(phenylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-tyrosine
  • Z-Tyr(tBu)-OH
  • See more synonyms
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