N-Bromoacetyl-β-D-glycopyranosylamines in the synthesis of glycoconjugates of nitrogen-containing physiologically active compounds

Abstract

A series of nitrogen containing physiologically active compounds underwent smooth N monoalkylation with N bromoacetyl β glycopyranosylamines derived from N acetyl D glu cosamine and lactose. This reaction was demonstrated to be promising for the introduction of carbohydrate residues into heterocyclic compounds, viz., pyridine, imidazole, pyrimidinetrione, carboline, and piperazine derivatives, and into an amino acid, 5 hydroxy L tryptophan, which is unstable in alkaline media.

Indoles Synthesized from Amines via Copper Catalysis

“…Methods for indole synthesis are important in natural product synthesis and medicinal chemistry . Consequently, a myriad of methods for their synthesis have been reported .…”