13145-22-7

Basic information

• Product Name: methyl 2-deoxy-α-D-glucopyranoside
• Synonyms: methyl 2-deoxy-α-D-glucopyranoside
• CAS NO: 13145-22-7
• Molecular Weight: 178.185
• Mol File: 13145-22-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl 2-deoxy-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-deoxy-α-D-glucopyranoside(13145-22-7)
• EPA Substance Registry System: methyl 2-deoxy-α-D-glucopyranoside(13145-22-7)

Safety Data

• Hazardous Substances Data: 13145-22-7(Hazardous Substances Data)

Upstream product

• 55881-04-4 methyl 2-O-methanesulfonyl-α-D-glucopyranoside 
• 67-56-1 methanol 
• 87858-14-8 3,4,5,6-Tetra-O-acetyl-1,2-dideoxy-1-nitro-L-arabino-hex-1-enitol 
• 20770-58-5 Acetic acid (1S,2S)-2,3-diacetoxy-1-((S)-1,2-diacetoxy-ethyl)-4-nitro-butyl ester 
• 23568-30-1 2-Deoxy-L-arabino-hexose 
• 87858-15-9 3,4,5,6-Tetra-O-acetyl-1,2-dideoxy-1-nitro-L-arabino-hexitol 

Downstream Products

• 6752-48-3 methyl 4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 6752-48-3 (4aR,6S,8R,8aS)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-ol 
• 145149-85-5 Methyl 3,4-di-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside 
• 119943-96-3 Methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-arabino-hexopyranoside 
• 81308-73-8 (3R,5R)-3,4,5-Tris-benzyloxy-cyclohexanone 
• 141404-08-2 (3R,5R)-3,5-bis[tert-butyl(dimethyl)silyloxy]-4-hydroxycyclohexanone 
• 141404-09-3 (3R,5R)-3,5-bis<(tert-butyldimethylsilyl)oxy>-4-<(trimethylsilyl)oxy>cyclohexanone 
• 175844-98-1 methyl 3,4-di-O-benzyl-2,6-dideoxy-6-iodo-α-D-glucopyranoside 
• 725268-38-2 (2S,3R)-2,3-Bis-benzyloxy-5-hydroxy-cyclohexanone 
• 189758-77-8 methyl 3,4-di-O-benzyl-2-deoxy-5-methylene-α-D-xylopyranoside 
• 95639-53-5 3(R),5(R)-trihydroxycyclohexanone 
• 506423-10-5 (3R,5R)-3,4,5-Tris-benzyloxy-cyclohexanol 
• 506423-06-9 (2S,3R,5S)-2,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-cyclohexanone 
• 506423-05-8 (2S,3R,5R)-2,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-cyclohexanone 

Relevant articles and documents

Solvolyses of 2-Deoxy-α- and β-D-Glucopyranosyl 4′-Bromoisoquinolinium Tetrafluoroborates

The solvolyses of 2-deoxy-α- and β-D-glucopyranosyl 4′-bromoisoquinolinium tetrafluoroborates (1 and 2) were monitored in aqueous methanol, ethanol, trifluoroethanol, and binary mixtures of ethanol and trifluoroethanol. The observed rate constants are consistent with the solvolyses of 1 and 2 proceeding via dissociative (DN * AN) transition states. In comparison to the α-anomer, solvolysis of the β-compound gives a greater transition state charge delocalization onto the ring oxygen atom. Analysis of the solvolysis product ratios indicates that the 2-deoxyglucosyl oxacarbenium ion is not solvent-equilibrated in the solvent mixtures studied. In the solvolysis of compound 1, the solvent trifluoroethanol facilitates diffusional separation of the leaving group and, in so doing, promotes the formation of the retained trifluoroethyl glycoside.

Synthesis of daunosamine

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