A simple approach to the synthesis of a membrane teichoic acid fragment of <i>Staphylococcus aureus</i>

Abstract

Abstract The triflate procedure of Schmidt et al. enabled us to synthesize the glycolipid, 1,2‐di‐O‐stearoyl‐3‐O‐[6‐O‐(2,3,4‐tri‐O‐benzyl‐(3‐D‐glucopyranosyl)‐2,3,4‐tri‐O‐benzyl‐ß‐D‐glucopyranosyl)‐2,3,4‐tri‐O‐benzyl‐ß‐D‐glucopyranosyl]‐sn‐glycerol The prefix sn stands for stereospecific numbering in accordance with the IUPAC recommendation, see: Eur. J. Bio‐chem. 2 , 127 (1967). . Phosphorylation of this compound with an activated and properly protected phosphatidyl derivative gave a phosphotriester derivative which, after deblocking of all protective groups, afforded a naturally occurring teichoic acid fragment.