Synthesis of 1,2-dithiolane analogues of leucine for potential use in peptide chemistry.
[reaction: see text]1,2-Dithiolanes present several points of interest for both peptide and medicinal chemistry, yet no chiral alpha-amino acids containing this five-membered heterocyclic system are available. We report here the first synthesis of N- and C-protected derivative of (S)-2-amino-3-(1,2-dithiolan-4-yl)propionic acid (Adp) and its 1,3-dithiolic form.
Morera
Enrico
E
Dipartimento di Studi Farmaceutici and Centro di Studio per la Chimica del Farmaco del CNR, Università degli Studi di Roma "La Sapienza", P.le A. Moro 5, 00185 Roma, Italy.
Pinnen
Francesco
F
Lucente
Gino
G
D007202:Indicators and Reagents; D007930:Leucine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D010455:Peptides / Q000737:chemistry*; D013237:Stereoisomerism; D008063:Thioctic Acid / Q000031:analogs & derivatives / Q000737:chemistry*
C448825:1,2-dithiolane; D007202:Indicators and Reagents; D010455:Peptides; D008063:Thioctic Acid; D007930:Leucine