S. Tomić, D. Keglević
Feb 8, 1983
Citations
0
Influential Citations
6
Citations
Journal
Journal of Carbohydrate Chemistry
Abstract
Abstract Fully acetylated 1-thio-β-D-glucopyranosyl esters of N-protected amino acids (4–13) were prepared in high yields by condensation of 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranose (1) with a pentachlorophenyl esters of N-protected amino acids (2) in the presence of imidazole, or bN-protected amino acids (3) in the presence of DCC + imidazole. High tendency of the S-acyl aglycon group in 4–13 to undergo S → O and S → N migrations was demonstrated in reactions with several alcohols and amines.