Synthesis and Serological Properties of Methyl 2,6-Dideoxy-4-O-Me-α-D and L- arabino - hexopyranoside Present in the Glycolipid Phenolic Antigen of Mycobactkrium Kansasii

Abstract

Abstract Methyl 2,6-dideoxy-4-O-methyl-α-D-arabino-hexopyranoside 13 and its L-enantiomer 14 were synthesized in a 5-step sequence starting from either 6-deoxy-D-glucal or L-rhamnal. The D-enantio-mer was proven to be identical with the non-reducing sugar of the tetrasaccharide moiety of the major phenol glycolipid, a cell wall antigen of Mycobacterium kansasii.