An efficient method for the preparation of peptide alcohols.
N-protected LL-dipeptide alcohols 3a-p, diastereomeric mixture (3d + 3d') and tripeptide alcohols 6a-c were synthesized by treatment of various amino alcohols with N-protected(alpha-aminoacyl)benzotriazoles 1a-c, 1f-m, (1a + 1a') and N-protected(alpha-dipeptidoyl)benzotriazoles 5a, 5b respectively in good yields with complete retention of chirality.
Katritzky
Alan Roy
AR
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA. katritzky@chem.ufl.edu
Abo-Dya
Nader Elmaghwry
NE
Tala
Srinivasa Rao
SR
Gyanda
Kapil
K
Abdel-Samii
Zakaria Kamel
ZK
D000438:Alcohols / Q000138:chemical synthesis / Q000737:chemistry*; D000605:Amino Alcohols / Q000737:chemistry; D009842:Oligopeptides / Q000737:chemistry*; D012996:Solutions; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry
D000438:Alcohols; D000605:Amino Alcohols; D009842:Oligopeptides; D012996:Solutions; D014230:Triazoles; C012771:benzotriazole