Abstract

Reaction of 2,3,4,6-tetra- O -acetylgalactosylbromide ( 2 ) and Cbz-His-OMe ( 3 ) in dioxane at reflux, led to the formation of Nα -carbobenzyloxy- Nτ -(2,3,4,6-tetra- O -acetyl- β - D -galactopyranosyl)-histidine methyl ester ( 4 ) in 15% yield. The synthesis of Nα -carbobenzyloxy- Nτ -(2,3,4,6-tetra- O -acetyl- β - D -galactopyranosyl)- L -histidine methyl ester is reported. The regiochemistry and stereochemistry of this adduct were determined by NMR.

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