158419-88-6

Basic information

• Product Name: 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl thiocyanate
• Synonyms: 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl thiocyanate
• CAS NO: 158419-88-6
• Molecular Weight: 637.667
• Mol File: 158419-88-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl thiocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl thiocyanate(158419-88-6)
• EPA Substance Registry System: 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl thiocyanate(158419-88-6)

Safety Data

• Hazardous Substances Data: 158419-88-6(Hazardous Substances Data)

Upstream product

• 14218-11-2 2,3,4,6-tetra-O-benzoylglucosyl bromide 
• 333-20-0 potassium thioacyanate 

Downstream Products

• 1000387-35-8 O-methyl-S-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl) phenylthiophosphonate 
• 1000387-28-9 O,O'-dibutyl-S-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl) thiophosphate 
• 1000387-25-6 O,O'-diethyl-S-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl) thiophosphate 
• 128503-39-9 methyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl)-α-D-glucopyranoside 
• 132413-50-4 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl isothiocyanate 
• 158419-97-7 benzyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside 
• 62774-33-8 phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside 
• 105376-04-3 ethyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside 
• 158419-95-5 n-butyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside 

Relevant articles and documents

Studies into the preparation of 1-deoxy-1-thiocyanato-D-glycopyranosyl cyanides and the anomeric effect of the thiocyanate group

The reaction of per-O-acetylated 1-bromo-1-deoxy-α-D-arabinopyranosyl cyanide with thiocyanate ions gave the corresponding 1-deoxy-1-thiocyanato-α- and β-D-arabinopyranosyl cyanides. In the reaction of the per-O-acetylated 1-bromo-1-deoxy-β-D-xylopyranosy

Reaction of sugar thiocyanates with Grignard reagents. New synthesis of thioglycosides

Glycosyl thiocyanates having hydroxyl groups protected with acetyl or benzoyl groups react readily at -40°C with Grignard reagents to afford the corresponding alkyl or aryl thioglycosides in good yields. Monosaccharide derivatives having the SCN grouping at other positions form under similar conditions thioethers. Axial thiocyanates do not react. Elevated temperatures induce side reactions leading to mercaptans.