38993-01-0

Basic information

• Product Name: methyl 3-O-benzoyl-4,6-O-benzylidene-α-D-arabino-hexopyranosid-2-ulose
• Synonyms: methyl 3-O-benzoyl-4,6-O-benzylidene-α-D-arabino-hexopyranosid-2-ulose
• CAS NO: 38993-01-0
• Molecular Weight: 384.386
• Mol File: 38993-01-0.mol

Chemical Properties

• CAS DataBase Reference: methyl 3-O-benzoyl-4,6-O-benzylidene-α-D-arabino-hexopyranosid-2-ulose(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-O-benzoyl-4,6-O-benzylidene-α-D-arabino-hexopyranosid-2-ulose(38993-01-0)
• EPA Substance Registry System: methyl 3-O-benzoyl-4,6-O-benzylidene-α-D-arabino-hexopyranosid-2-ulose(38993-01-0)

Safety Data

• Hazardous Substances Data: 38993-01-0(Hazardous Substances Data)

Upstream product

• 64552-06-3 methyl 4,6-O-benzylidene-α-D-galactopyranoside 
• 98-88-4 benzoyl chloride 
• 613-90-1 benzoyl cyanide 
• 86420-71-5 methyl 3-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside 
• 71117-36-7 methyl 4,6-O-(S)-benzylidene-β-D-galactopyranoside 
• 86420-73-7 methyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside 
• 50710-80-0 methyl 3-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside 

Downstream Products

• 155193-74-1 methyl 4,6-O-benzylidene-2-C-dichloromethyl-α-D-glucopyranoside 
• 79528-56-6 methyl 4,6-O-benzylidene-2-deoxy-2-oximino-α-D-arabino-hexopyranoside 
• 79528-57-7 Benzoic acid (4aR,6S,8R,8aS)-7-[(Z)-hydroxyimino]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 
• 74511-12-9 methyl 3-O-benzoyl-4,6-O-benzylidene-2-deuterio-α-D-glucopyranoside 
• 81686-51-3 methyl 2-O-acetyl-3-O-benzoyl-4,6-O-benzylidene-α-D-erythro-hex-2-enopyranoside 
• 60574-69-8 methyl 3-O-benzoyl-4,6-benzylidene-2-C-methyl-α-D-glucopyranoside 
• 60574-71-2 methyl 4,6-O-benzylidene-2-C-methyl-α-D-glucopyranoside 
• 60574-72-3 (4aR,6S,7S,8S,8aS)-6-Methoxy-7-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 
• 126661-83-4 cyclophellitol 
• 155193-82-1 1D-(1,3/2,4)-1-O-t-butyldimethylsilyl-4-hydroxymethyl-5-cyclohexene-1,2,3-triol 
• 155193-75-2 methyl 4,6-O-benzylidene-2-deoxy-2-C-hydroxymethyl-α-D-glucopyranoside 
• 155193-78-5 2L-(2,4/3)-4-acetoxymethyl-3-O-acetyl-2-O-benzoyl-5-cyclohexen-1-one 
• 155193-79-6 1D-(1,3/2,4)-4-acetoxymethyl-3-O-acetyl-2-O-benzoyl-5-cyclohexene-1,2,3-triol 
• 155193-76-3 Acetic acid (4aR,6S,7R,8R,8aS)-7-acetoxymethyl-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 

Relevant articles and documents

Chemistry of 1-alkoxy-1-glycosyl radicals: The manno- and rhamnopyranosyl series. Inversion of α- to β-pyranosides and the fragmentation of anomeric radicals

The formation and stereoselective quenching of 1-mannopyranosyl radicals by a tributyltin hydride-mediated intramolecular 1,5-hydrogen abstraction sequence is described. A competing process is 1,4-hydrogen atom abstraction leading principally to glucopyran-2-ulosides. Fragmentation of the anomeric radical resulting in the formation of ring opened products is a problem in certain series. The chemistry is dictated to a considerable extent by the nature of the protecting groups employed with the 4,6-benzylidene series and, for rhamnose, the Ley 3,4-dispiroketal, being particularly susceptible to the 1,4-hydrogen atom abstraction but less to the fragmentation. Photochemical conditions are described, in which these side reactions are practically eliminated, and applied to the inversion of an α- to a β-mannoside in a disaccharide.

Arylazo-glycenosides. Part 8. Synthesis and Reactions of Some 2- and 3-Arylazo-derivatives of Methyl 4,6-O-Benzylidene-2,3-dideoxy-D-threo-hex-2-enopyranosides

Preparations are described of the α- and β-anomers of methyl 4,6-O-benzylidene-2,3-dideoxy-2-phenylazo-D-threo-hex-2-enopyranoside and of methyl 4,6-O-benzyliden-2,3-dideoxy-3-phenylazo-α-D-threo-hex-2-enopyranoside using D-galactose as the initial materi