33208-46-7

Basic information

• Product Name: 1,6:3,4-Dianhydro-2-O-benzyl-β-D-galactopyranose
• Synonyms: 1,6:3,4-Dianhydro-2-O-benzyl-β-D-galactopyranose
• CAS NO: 33208-46-7
• Molecular Weight: 234.252
• Mol File: 33208-46-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,6:3,4-Dianhydro-2-O-benzyl-β-D-galactopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6:3,4-Dianhydro-2-O-benzyl-β-D-galactopyranose(33208-46-7)
• EPA Substance Registry System: 1,6:3,4-Dianhydro-2-O-benzyl-β-D-galactopyranose(33208-46-7)

Safety Data

• Hazardous Substances Data: 33208-46-7(Hazardous Substances Data)

Upstream product

• 23643-29-0 1,6-anhydro-4-O-(4-toluenesulfonyl)-β-D-glucopyranose 
• 100-39-0 benzyl bromide 
• 34147-05-2 1,6:2,3-dianhydro-β-D-gulopyranose 
• 6167-32-4 1,6:3,4-dianhydro-2-O-tosyl-D-galactose 

Downstream Products

• 97119-82-9 1,6-Anhydro-2-O-benzyl-4-(cyclohexylamino)-4-desoxy-β-D-glucopyranose 
• 176389-14-3 (1S,2S,3S,4R,5R)-4-Benzyloxy-2-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enylamino)-6,8-dioxa-bicyclo[3.2.1]octan-3-ol 
• 27108-04-9 4-deoxy-4-fluoro-β-D-glucopyranose 
• 62182-11-0 3-fluoro-3-deoxy-α-D-glucose 
• 122901-35-3 4-<1D-(1N,2,4,5/3,6)-(5-C-acetoxymethyl-2,3,6-tri-O-acetyl-4,5-di-O-benzyl-2,3,4,5,6-pentahydroxycyclohexyl)amino>-1,3,6-tri-O-acetyl-2-O-benzyl-4-desoxy-α,β-D-glucopyranose 
• 122901-36-4 methyl-4-<1D-(1N,2,4,5/3,6)-(5-C-acetoxymethyl-2,3,6-tri-O-acetyl-4,5-di-O-benzyl-2,3,4,5,6-pentahydroxycyclohexyl)amino>-3,6-di-O-acetyl-2-O-benzyl-4-desoxy-β-D-glucopyranoside 
• 122901-34-2 3-O-acetyl-4-<1D-(1N,2,4,5/3,6)-(6-O-acetyl-2,3,4,5-tetra-O-benzyl-5-C-benzyloxymethyl-2,3,4,5,6-pentahydroxycyclohexyl)amino>-1,6-anhydro-2-O-benzyl-4-desoxy-β-D-glucopyranose 
• 122924-18-9 4-<1D-(1N,2,4,5/3,6)-(5-C-acetoxymethyl-2,3,6-tri-O-acetyl-4,5-di-O-benzyl-2,3,4,5,6-pentahydroxycyclohexyl)amino>-3,6-di-O-acetyl-2-O-benzyl-4-desoxy-α-D-glucopyranosyl bromide 
• 122901-37-5 methyl-4-<1D-(1N,2,4,5/3,6)-(5-C-acetoxymethyl-2,3,4,6-tetra-O-acetyl-2,3,4,5,6-pentahydroxycyclohexyl)amino>-2,3,6-tri-O-acetyl-4-desoxy-β-D-glucopyranoside 
• 122901-38-6 methyl-4-desoxy-4-<1D-(1N,2,4,5/3,6)-(5-C-hydroxymethyl-2,3,4,5,6-pentahydroxycyclohexyl)amino>-β-D-glucopyranoside 
• 97119-84-1 1,3,6-Tri-O-acetyl-2-O-benzyl-4-(cyclohexylamino)-4-desoxy-α-D-glucopyranose 
• 97119-84-1 1,3,6-Tri-O-acetyl-2-O-benzyl-4-(cyclohexylamino)-4-desoxy-β-D-glucopyranose 
• 97119-12-5 1,3,6-Tri-O-acetyl-2-O-benzyl-4-desoxy-4-<1D-(1N,2,4/3)-(2,3,4-tri-O-acetyl-2,3,4-trihydroxy-5-cyclohexen-1-yl)amino>-α-D-glucopyranose 
• 97119-12-5 1,3,6-Tri-O-acetyl-2-O-benzyl-4-desoxy-4-<1D-(1N,2,4/3)-(2,3,4-tri-O-acetyl-2,3,4-trihydroxy-5-cyclohexen-1-yl)amino>-β-D-glucopyranose 

Relevant articles and documents

Synthesis of fluorinated thiodigalactoside analogues

In this work, we report the first synthesis of fluorinated thiodigalactoside analogues. We used tri-isopropylsilyl thioglycosides as masked glycosyl thiol nucleophiles for the elaboration of two monofluorinated heterodimers, one difluorinated homodimer, and one difluorinated heterodimer. Moreover, we also present an alternative synthesis of 3-deoxy-3-fluorogalactose and 4-deoxy-4-fluorogalactose from a common precursor. Finally, this small set of more stable thiodigalactoside analogues could be interesting inhibitors of galactose-specific lectins.

Synthesis and NMR spectra of 1,6-anhydro-2,3-dideoxy-2,3-epimino- and 1,6-anhydro-3,4-dideoxy-3,4-epimino-β-D-hexopyranoses

A complete series of 2,3-dideoxy-2,3-epimino-and 3,4-dideoxy-3,4-epimino-1,6-anhydro-β-D-hexopyranoses were prepared by lithium aluminum hydride reduction of the corresponding trans-azido tosylates or trans-azido epoxides of 1,6-anhydro-β-D-hexopyranoses. The structure of the epimino derivatives was confirmed by 1H and 13C NMR spectra.