Water → N,N',N"-Tris[4-[[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl)-beta-D-glucopyranosyl]thio]phenyl]-1,3,5-benzenetricarboxamide

Participants

Reaction Steps

To a solution of 2.5 g of 4-aminophenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside in 25 ml of pyridineacetonitrile (1:1) was added 300 mg of 1,3,5-benzenetricarboxylic acid chloride. The resulting solution was kept at ambient temperature, protected from moisture for 24 hours, then poured into 250 ml of water. The solution was extracted several times with chloroform. The combined extracts were washed with 0.5 N hydrochloric acid and saturated sodium chloride solution, dried with anhydrous magnesium sulfate and taken to dryness giving 2.7 g of the desired intermediate as a foam.

Provenance & Evidence