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CAS 33173-55-6

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4-Azido-N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine

Description:
4-Azido-N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine is a synthetic amino acid derivative characterized by the presence of an azido group (-N3) and a tert-butoxycarbonyl (Boc) protecting group. This compound is notable for its application in bioconjugation and click chemistry, where the azido group can participate in reactions with alkyne-containing molecules, facilitating the formation of stable linkages. The Boc group serves as a protective moiety for the amino group, allowing for selective reactions without interference from the amine functionality. The phenylalanine backbone contributes to the compound's hydrophobic characteristics, influencing its solubility and interaction with biological systems. This compound is typically used in research settings, particularly in the fields of medicinal chemistry and biochemistry, for the development of novel therapeutic agents or in the study of protein interactions. Its stability and reactivity make it a valuable tool in the synthesis of complex biomolecules.
Formula:C14H18N4O4
InChI:InChI=1S/C14H18N4O4/c1-14(2,3)22-13(21)16-11(12(19)20)8-9-4-6-10(7-5-9)17-18-15/h4-7,11H,8H2,1-3H3,(H,16,21)(H,19,20)/t11-/m0/s1
InChI key:InChIKey=PZWGGRIVPTXYGU-NSHDSACASA-N
SMILES:C([C@H](NC(OC(C)(C)C)=O)C(O)=O)C1=CC=C(N=[N+]=[N-])C=C1
Synonyms:
  • L-Phenylalanine, 4-azido-N-[(1,1-dimethylethoxy)carbonyl]-
  • (2S)-3-(4-Azidophenyl)-2-[(tert-butoxycarbonyl)amino]propionic acid
  • Alanine, 3-(p-azidophenyl)-N-carboxy-, N-tert-butyl ester, L-
  • 4-Azido-N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine
  • (S)-3-(4-Azidophenyl)-2-[(tert-butoxycarbonyl)amino]propionic acid
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