86651-66-3

Upstream product

• 120199-66-8 (1R)-2,3,4,6-Tetra-O-acetyl-1-bromo-D-mannopyranosyl cyanide 

Downstream Products

• 120085-62-3 4,5,7-Tri-O-acetyl-2,6-anhydro-3-deoxy-2,3-didehydro-D-arabino-heptononitrile 
• 145575-50-4 5-(3,4-Di-O-acetyl-2-deoxy-6-O-diphenoxyphosphinoyl-β-D-arabino-hexopyranosyl)tetrazole 
• 145575-45-7 5-(2,3,4,6-Tetra-O-acetyl-β-D-mannopyranosyl)-1-benzyltetrazole 
• 145575-44-6 5-(2,3,4,6-Tetra-O-acetyl-β-D-mannopyranosyl)-2-benzyltetrazole 
• 145575-46-8 5-(3,4,6-Tri-O-acetyl-2-deoxy-1,2-didehydro-D-arabino-hexopyranosyl)-1-benzyltetrazole 

Relevant academic research and scientific papers

Preparation of 2,6-Anhydro-3-deoxyhept-(or hex-)2-enononitriles (1-Cyanoglycals) from 1-Bromo-D-glycosyl Cyanides with Zinc under Aprotic Conditions

Acetylated 1-bromo-D-glycosyl cyanides 1 - 5 react with zinc dust in acetic acid, acetic acid/water, or 2-propanol to give mixtures of acetylated 1-cyanoglycals 6-9 and anomeric pairs of glycosyl cyanides 10-14.Reaction of 1-5 in refluxing benzene in the presence of one equivalent of triethylamine or especially pyridine predominantly leads to the formation of 1-cyanoglycals.