71208-19-0

Basic information

• Product Name: 2,3,4-tri-O-acetyl-6-O-benzoylglucosyl bromide
• CAS NO: 71208-19-0
• Molecular Weight: 473.274
• Mol File: 71208-19-0.mol

Chemical Properties

• CAS DataBase Reference: 2,3,4-tri-O-acetyl-6-O-benzoylglucosyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-tri-O-acetyl-6-O-benzoylglucosyl bromide(71208-19-0)
• EPA Substance Registry System: 2,3,4-tri-O-acetyl-6-O-benzoylglucosyl bromide(71208-19-0)

Safety Data

• Hazardous Substances Data: 71208-19-0(Hazardous Substances Data)

Upstream product

• 13100-46-4 1,2,3,4-tetra-O-acetyl-β-D-glucopyranose 
• 98-88-4 benzoyl chloride 
• 65620-65-7 1,2,3,4-tetra-O-acetyl-D-glucopyranose 
• 224778-58-9 1,2,3,4-tetra-O-acetyl-6-O-benzoylglucopyranose 
• 71208-20-3 1,2,3,4-tetra-O-acetyl-6-O-benzoyl-β-D-glucopyranose 

Downstream Products

• 180072-39-3 3,4-di-O-acetyl-6-O-benzoyl-D-glucal 
• 88037-30-3 methyl 2,3,4-tri-O-acetyl-6-O-benzoyl-β-D-glucopyranoside 

Relevant articles and documents

Rapid preparation of variously protected glycals using titanium(III)

Glycosyl chlorides and bromides can be rapidly converted to glycals in high yield by reaction with (Cp2Ti[III]Cl)2. This reagent tolerates a wide range of common carbohydrate protecting groups, including silyl ethers, acetals, and esters; the methodology provides a general route for the preparation of glycals substituted with both acid- and base-labile functionality. A reaction mechanism is proposed that is based on heteroatom abstraction to give an intermediate glycosyl radical. This radical reacts with a second equivalent of Ti(III) to yield a glycosyltitanium(IV) species. β-Heteroatom elimination from the glycosyltitanium(IV) complex gives the glycal.