Improved Synthesis of 1, 2-trans-Acetates and 1, 2-trans Ethyl 1-Thioglycosides Derived from 3, 4, 6-Tri-O-acetyl-2-deoxy-2-phthalimido-D-hexopyranosides

J Veselý, M Ledvina, J Jindřich…

Index: Vesely, Jan; Ledvina, Miroslav; Jindrich, Jindrich; Saman, David; Trnka, Tomas Collection of Czechoslovak Chemical Communications, 2003 ,  vol. 68,  # 7  p. 1264 - 1274

Full Text: HTML

Citation Number: 6

Abstract

Abstract Effective one-pot synthesis of 1, 2-trans-acetates 4b, 5b and 6a derived from N- phthaloyl-protected D-glucosamine, D-galactosamine and D-mannosamine, respectively, is presented. Anomerisation of the corresponding 1, 2-cis-acetates 4a, 5a and 6b and direct conversion of all of them to 1, 2-trans ethyl 1-thioglycosides 7, 8 and 9 are also described and discussed.