55287-60-0

Basic information

• Product Name: 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl chloride
• Synonyms: 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl chloride
• CAS NO: 55287-60-0
• Molecular Weight: 414.84
• Mol File: 55287-60-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl chloride(55287-60-0)
• EPA Substance Registry System: 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl chloride(55287-60-0)

Safety Data

• Hazardous Substances Data: 55287-60-0(Hazardous Substances Data)

Upstream product

• 100759-92-0 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranose 
• 117253-11-9 2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-benzylidene-β-D-glucopyranoside 
• 126257-35-0 2-(trimethylsilyl)ethyl 2-O-benzyl-β-D-glucopyranoside 
• 126257-36-1 2-(trimethylsilyl)ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranoside 

Downstream Products

• 100644-75-5 8-methoxycarbonyloctyl-3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside 
• 100644-77-7 8-methoxycarbonyloctyl 3,4,6-tri-O-acetyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside 
• 100644-78-8 8-methoxycarbonyloctyl 2-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside 

Relevant articles and documents

2-(Trimethylsilyl)ethyl Glycosides. Transformation into Glycopyranosyl Chlorides

2-(Trimethylsilyl)ethyl (TMSET) glycosides were transformed in high yields into the corresponding 1-chloro sugars by treatment with 1,1-dichloromethyl methyl ether/zinc chloride.With acetyl, benzoyl, and benzyl protection of the 2-postion, the α-glycopyranosyl chloride was the major product, whereas with the 2-phthalimido sugar 13, the β-chloride 21 was obtained.The fully benzylated TMSET glucopyranoside 1 gave the α-chloro sugar 22 carrying a 6-O-formyl group whereas the partially benzylated sugars 16 and 17 gave the chloro sugars with all protecting groups intact.