113019-41-3

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 125411-99-6 ethyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside 
• 4132-28-9 2,3,4,6-tetra-O-benzyl-α-D-galactopyranose 
• 3866-62-4 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl acetate 
• 6386-24-9 2,3,4,6-tetra-O-benzyl-D-galactopyranose 

Downstream Products

• 885481-08-3 (Z)-3-Amino-3-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acrylic acid ethyl ester 
• 1075187-63-1 (2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)methylamine 
• 140397-45-1 2,6-anhydro-3,4,5,7-tetra-O-benzyl-7,8,9-trideoxy-D-glycero-L-gluco-heptose 
• 885481-12-9 (S)-3-Amino-3-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propionic acid ethyl ester 
• 887921-35-9 (R)-3-Amino-3-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propionic acid ethyl ester 

Relevant academic research and scientific papers

Addition of Organozinc Reagents to Glycopyranosyl Cyanides: Access to Keto Ester-C-glycosides or Unsaturated Acyl-C-glycosides

Addition of Reformatsky-type or allylic zinc reagents to 2,3,4,6-tetra-O-benzylglycopyranosyl cyanides led to keto ester-C-glycosides or unsaturated acyl-C-glycosides in moderate to excellent yields in the galactose, glucose, and mannose series.

Synthesis of Glycosyl Cyanides by the Reaction of 1-S-Phosphorothioates of Carbohydrates with Trimethylsilyl Cyanide

A new procedure is described for the synthesis of α,β-glycosyl cyanides by the reaction of per-O-benzylated S-α-D-glycopyranosyl phosphorothioates with trimethylsilyl cyanide in the presence of Lewis acid. Starting S-glycosyl phosphorothioates are prepare

A concise synthesis of α-glycosyl cyanides

A simple procedure has been developed for the synthesis of α-glycosyl cyanides: reactions of O-benzylated ethyl 1-thio-glycosides of L-fucose and D-glucose, with TMSCN and MeOTf in ether exclusively gave the corresponding α-glycosyl cyanides in good yield