74372-90-0

Basic information

• Product Name: 3,4,6-tri-O-benzyl-D-glucal epoxide
• Synonyms: 3,4,6-tri-O-benzyl-D-glucal epoxide
• CAS NO: 74372-90-0
• Molecular Weight: 432.516
• Mol File: 74372-90-0.mol
• Article Data: 55

Chemical Properties

• CAS DataBase Reference: 3,4,6-tri-O-benzyl-D-glucal epoxide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,6-tri-O-benzyl-D-glucal epoxide(74372-90-0)
• EPA Substance Registry System: 3,4,6-tri-O-benzyl-D-glucal epoxide(74372-90-0)

Safety Data

• Hazardous Substances Data: 74372-90-0(Hazardous Substances Data)

Upstream product

• 20672-66-6 3,4,6-tri-O-benzyl-D-mannopyranose 
• 65827-59-0 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride 
• 55628-54-1 3,4,6-tri-O-benzyl-D-glucal 
• 625-95-6 3-Iodotoluene 
• 74372-91-1 2,3,4,6-tri-O-benzyl-α-D-glucopyranosyl chloride 
• 100-39-0 benzyl bromide 
• 604-69-3 β-D-glucose pentaacetate 
• 2873-29-2 D-glucal triacetate 
• 13265-84-4 D-glucal 
• 572-09-8 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide 
• 74372-92-2 (3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-fluoro-tetrahydro-pyran-3-ol 
• 74372-92-2 3,4,6-Tri-O-benzyl-β-D-glucopyranosyl fluoride 
• 40246-26-2 3,4,6-tri-O-benzyl-α-D-glucopyranose 

Downstream Products

• 135192-40-4 2,6-dimethylphenyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 121654-12-4 (1R,2S,5R)-menthyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 138925-04-9 2'-bromophenyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 121654-14-6 3β-O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)cholesterol 
• 40246-33-1 3,4,6-tri-O-benzyl-α-D-glucopyranosyl-(1→6)-1:2,3:4-di-O-isopropylidene-α-D-galactopyranoside 
• 83861-83-0 (2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((S)-3-tert-butoxy-2-methyl-propyl)-tetrahydro-pyran-3-ol 
• 133004-71-4 (3aS,5R,6R,7S,7aR)-6,7-bis(benzyloxy)-5-<(benzyloxy)-methyl>-2-methyl-5H-pyrano<2,3-d>oxazole 
• 195724-14-2 methyl 7-deoxy-2,3,4-tri-O-benzyl-7-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-α-D-gluco-hept-6-ynopyranoside 
• 208656-41-1 Phosphoric acid (2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl ester dibutyl ester 
• 76251-67-7 methyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 252187-31-8 3-[[(tert-butyldimethylsilyl)oxy]methyl]-1-(phenylsulfonyl)-2-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-1H-indole 

Relevant articles and documents

Synthesis and Conformational Analysis of 2-O-Silyl Protected Nucleosides from Unprotected Nucleobases and Sugar Epoxides

Synthesis of orthogonally protected 2-silyl nucleosides were achieved by trans opening of sugar epoxides with nucleobases catalyzed by trimethylsilyltrifluoromethanesulfonate using hexamethyldisilazane both as solvent and silylating agent. Both α and β nu

2-: O-Benzyloxycarbonyl protected glycosyl donors: A revival of carbonate-mediated anchimeric assistance for diastereoselective glycosylation

By reviving an old idea, we demonstrate that alkoxycarbonyl groups can be used in glycosylation reactions to achieve full stereocontrol through participation of a carbonate moiety at O-2. Various benzyloxycarbonyl-protected glycosyl donors were prepared and used for efficient 1,2-trans glycosylation of base-labile compounds and the synthesis of glycosyl esters.

METHOD FOR PRODUCING GLYCYRRHIZINIC ACID AND GALACTURO GLYCYRRHIZINIC ACID, AND INTERMEDIATE USED FOR THE PRODUCTION METHOD

PROBLEM TO BE SOLVED: To provide a synthesis method that makes it possible to produce high-purity glycyrrhizinic acid or galacturo glycyrrhizinic acid, simply and in high yields. SOLUTION: A production method includes performing glycosylation of position-3 hydroxy group of glycyrrhetinic acid, then performing selective galactosylation or glycosylation at position-2', and through deprotection, performing selective oxidation of a primary hydroxy group. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT