22331-19-7

Basic information

• Product Name: 3-O-benzyl-1,2-O-isopropylidene-5,6-di-O-mesyl-α-D-glucofuranose
• Synonyms: 3-O-benzyl-1,2-O-isopropylidene-5,6-di-O-mesyl-α-D-glucofuranose
• CAS NO: 22331-19-7
• Molecular Weight: 466.53
• Mol File: 22331-19-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3-O-benzyl-1,2-O-isopropylidene-5,6-di-O-mesyl-α-D-glucofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 3-O-benzyl-1,2-O-isopropylidene-5,6-di-O-mesyl-α-D-glucofuranose(22331-19-7)
• EPA Substance Registry System: 3-O-benzyl-1,2-O-isopropylidene-5,6-di-O-mesyl-α-D-glucofuranose(22331-19-7)

Safety Data

• Hazardous Substances Data: 22331-19-7(Hazardous Substances Data)

Upstream product

• 22529-61-9 (1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol 
• 124-63-0 methanesulfonyl chloride 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 100-39-0 benzyl bromide 
• 18006-25-2 3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose diacetate 
• 18685-18-2 3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose 

Downstream Products

• 19272-42-5 O³-benzyl-5,6-(2-benzylidene-diazane-1,1-diyl)-O¹,O²-isopropylidene-β-L-5,6-dideoxy-idofuranose 
• 80485-57-0 methyl 3-O-benzyl-5,6-dideoxy-2-O-<(methylthio)thiocarbonyl>-α,β-D-xylo-hex-5-enofuranoside 
• 80502-02-9 methyl 3-O-benzyl-5,6-dideoxy-α,β-D-xylo-hex-5-enofuranoside 
• 80502-04-1 methyl 3-O-benzyl-2,5,6-trideoxy-α,β-D-threo-hex-5-enofuranoside 
• 80485-59-2 3-O-benzyl-2,5,6-trideoxy-D-threo-hex-5-enofuranose 
• 80502-06-3 (6R,7R)-6-(benzyloxy)-7-hydroxynonan-2-one 
• 18685-18-2 3-O-benzyl-1,2:5,6-di-O-isopropylidene-β-L-idofuranose 
• 65434-49-3 3-O-benzyl-1,2-O-isopropylidene-α-D-galactofuranose 
• 101475-83-6 3-O-benzyl-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside 
• 26597-73-9 1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-ulose 
• 582-52-5 1,2:5,6-diacetone-D-glucose 
• 42926-89-6 1,2-O-isopropylidene-3-O-benzyl-α-D-glucofuranose 
• 82160-01-8 (2R,4R,5R,6R)-4-Benzyloxy-5,6-dimethoxy-2-methyl-dihydro-pyran-3-one 
• 95058-34-7 methyl 3-O-benzyl-6-deoxy-2-O-methyl-α-D-glucopyranoside 

Relevant articles and documents

Synthesis of a polysulfated heparin degradation product

Two suitable methods for the synthesis of the heparin degradation product 2,5-anyhydro-3-O-(α-L-ido-pyranosyluronate)-D-mannitol hexa O-sulfate are reported. The synthesis pathways start from D-glucose and D-glucosamine.

Ortho Ester Claisen Rearrangements of Three 3-C-(Hydroxymethyl)methylene Derivatives of Hexofuranose: Stereoselective Introduction of a Quaternary Center on C-3 of D-ribo-, L-lyxo-, and D-arabino-Hexofuranoses

Ortho ester Claisen rearrangements of (E)-3-deoxy-3-C--1,2:5,6-di-O-isopropylidene-α-D-ribo-hexofuranose (3-E), -β-L-lyxo-hexafuranose (12-E), and -β-D-arabino-hexofuranose (33-E) proceeded with high stereoselectivity to provide the rearranged products 13, 15, and 34, respectively, in acceptable yields.The rearrangements of the corresponding Z isomers 3-Z, 12-Z, and 33-Z were also investigated.The stereochemistries of the newly introduced quaternary center on C-3 of compounds 13, 15, and 34 were established unambiguouosly by chemical modifications of each rearranged product.

SYNTHESIS OF SOME L-IDOSE DERIVATIVES

The synthesis of 3-O-benzyl and 3-O-mesyl-1,2-O-isopropylidene-β-L-idofuranose has been effected on the basis of the intramolecular nucleophilic exchange of a mesyloxy group at C5 in derivatives of 1,2-O-isopropylidene-α-D-glucofuranose.It has