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CAS 198474-90-7

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BOC-L-3,4-difluorophenylalanine

Description:
BOC-L-3,4-difluorophenylalanine, identified by its CAS number 198474-90-7, is a derivative of the amino acid phenylalanine, modified to include two fluorine atoms at the 3 and 4 positions of the phenyl ring. This compound is typically used in peptide synthesis and research due to its unique structural properties, which can influence the biological activity and stability of peptides. The BOC (tert-butyloxycarbonyl) protecting group is commonly employed to protect the amino group during synthesis, allowing for selective reactions at other functional groups. The introduction of fluorine atoms can enhance the lipophilicity and metabolic stability of the resulting peptides, making them of interest in medicinal chemistry and drug design. Additionally, the presence of fluorine can affect the compound's interaction with biological targets, potentially leading to altered pharmacokinetics and pharmacodynamics. Overall, BOC-L-3,4-difluorophenylalanine serves as a valuable tool in the development of novel therapeutic agents and in the study of protein structure and function.
Formula:C14H17F2NO4
InChI:InChI=1/C14H17F2NO4/c1-14(2,3)21-13(20)17-11(12(18)19)7-8-4-5-9(15)10(16)6-8/h4-6,11H,7H2,1-3H3,(H,17,20)(H,18,19)/t11-/m0/s1
SMILES:CC(C)(C)OC(=N[C@@H](Cc1ccc(c(c1)F)F)C(=O)O)O
Synonyms:
  • BOC-Phe(3,4-DiF)-OH
  • BOC-3,4-difluoro-L-phenylalanine
  • tert-Butoxycarbonyl-L-3,4-difluorophenylalanine
  • N-(tert-butoxycarbonyl)-3,4-difluoro-D-phenylalanine
  • N-(tert-butoxycarbonyl)-3,4-difluoro-L-phenylalanine
  • Boc-L-3,4-Difluorophe
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