334834-32-1

Basic information

• Product Name: 2-azido-2-deoxy-3,4-di-O-benzyl-β-D-glucopyranosyl benzoate
• Synonyms: 2-azido-2-deoxy-3,4-di-O-benzyl-β-D-glucopyranosyl benzoate
• CAS NO: 334834-32-1
• Molecular Weight: 489.528
• Mol File: 334834-32-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-azido-2-deoxy-3,4-di-O-benzyl-β-D-glucopyranosyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-azido-2-deoxy-3,4-di-O-benzyl-β-D-glucopyranosyl benzoate(334834-32-1)
• EPA Substance Registry System: 2-azido-2-deoxy-3,4-di-O-benzyl-β-D-glucopyranosyl benzoate(334834-32-1)

Safety Data

• Hazardous Substances Data: 334834-32-1(Hazardous Substances Data)

Upstream product

• 334834-38-7 Benzoic acid (2R,4aR,6S,7R,8R,8aS)-7-azido-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester 
• 54769-36-7 N-benzoyloxybenzotriazole 
• 329038-46-2 2-azido-1-O-benzoyl-2-deoxy-4,6-O-benzylidene-β-D-glucopyranose 

Downstream Products

• 334834-34-3 4-O-(2-azido-2-deoxy-3,4-di-O-benzyl-6-O-benzoyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-1,6-anhydro-β-L-idopyranose 
• 496780-24-6 2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranose trichloroacetimidate 

Relevant articles and documents

Metal trifluoromethanesulfonate-catalyzed regioselective reductive ring opening of benzylidene acetals

A systematic study of various metal trifluoromethanesulfonates as efficient catalysts in the regioselective reductive ring opening of benzylidene acetals is described, including the effects of solvents, reducing agents, and temperature. These catalysts are found to be effective in cleaving the 4,6-O-acetal rings of hexopyranosides at either O4 or O6, respectively. When used in conjunction with a 1 M solution of BH3.THF in THF without extra addition of any solvent, it affects the ring fission at the O6 position to generate the corresponding primary alcohols, whereas O4-opening takes place in acetonitrile in the presence of dimethylethylsilane as the reductant leading to the secondary hydroxyl derivatives in high selectivity and yields. These methodologies can be applied to a wide range of substrates containing various functional groups.

Metal trifluoromethanesulfonate-catalyzed regioselective borane-reductive ring opening of benzylidene acetals: A concise synthesis of 1,4-dideoxy-1,4-imino-L-xylitol

(equation presented) A highly regioselective borane-reductive ring opening of the 4,6-O-benzylidene-D-hexopyranosides to the corresponding 6-alcohols in excellent yields at room temperature via various metal trifluoromethanesulfonates as catalysts is desc