Studies on Amino-hexoses. XV. Synthesis of Deoxy-N-acetyl-muramic Acid

Benzyl 2-acetamido-6-O-acetyl-4-chloro-2,4-dideoxy-3-O-[D-1-(methyl carboxylate)ethyl]-α-D-galactopyrano-side and benzyl 2-acetamido-4,6-dichloro-2,4,6-trideoxy-3-O-[D-1-(methyl carboxylate) ethyl]-α-D-galactopyranoside were prepared by the reaction of sulfuryl chloride on N-acetyl-muramic acid derivatives. 2-Acetamido-2,4-dideoxy-3-O-(D-1-carboxyethyl)-D-xylohexo-pyranose (N-acetyl-4-deoxy-muramic acid) and 2-acetamido-2,4,6-trideoxy-3-O-(D-1-carboxyethyl)-D-xylohexo-pyranose (N-acetyl-4,6-dideoxy-muramic acid) were prepared by the reduction of these chlorodeoxy derivatives with tri-n-butyltin hydride.