174756-93-5

Basic information

• Product Name: 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl isothiocyanate
• CAS NO: 174756-93-5
• Molecular Weight: 389.383
• Mol File: 174756-93-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl isothiocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl isothiocyanate(174756-93-5)
• EPA Substance Registry System: 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl isothiocyanate(174756-93-5)

Safety Data

• Hazardous Substances Data: 174756-93-5(Hazardous Substances Data)

Upstream product

• 2290-65-5 trimethylsilyl isothiocyanate 
• 25878-60-8 D-galactose pentaacetate 
• 943860-86-4 2-methyl-4,5-dihydro-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-galactopyrano)[2,1-d]-2-oxazoline 
• 463-71-8 thiophosgene 
• 3068-32-4 1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose 
• 333-20-0 potassium thioacyanate 

Relevant articles and documents

Synthesis of α- and β-glycosyl isothiocyanates via oxazoline intermediates

(Chemical Equation Presented) A practical synthesis of acylated glycosyl isothiocyanates from sugar oxazolines, by reaction with thiophosgene, is reported. In the absence of any additive, the reaction is governed by the reverse anomeric effect, leading to

Solvent-free preparation of glycosyl isothiocyanates

By a novel solvent-free procedure, peracetylated glycosyl bromides are reacted with potassium thiocyanate in the melt to give the corresponding glycosyl isothiocyanates. The method is applicable to several glycosyl bromides tested, including classical hexoses and pentoses, deoxy sugars and even disaccharides. No glycosyl thiocyanates are obtained. In general, the glycosyl isothiocyanates are formed stereoselectively having 1,2-trans configuration in yields between 41-74%.