104206-22-6

Basic information

• Product Name: methyl-2-C-allyl-4-O-benzyl-2-deoxy-3,6-di-O-methanesulphonyl-α-D-glucopyranoside
• Synonyms: methyl-2-C-allyl-4-O-benzyl-2-deoxy-3,6-di-O-methanesulphonyl-α-D-glucopyranoside
• CAS NO: 104206-22-6
• Molecular Weight: 464.558
• Mol File: 104206-22-6.mol

Chemical Properties

• CAS DataBase Reference: methyl-2-C-allyl-4-O-benzyl-2-deoxy-3,6-di-O-methanesulphonyl-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl-2-C-allyl-4-O-benzyl-2-deoxy-3,6-di-O-methanesulphonyl-α-D-glucopyranoside(104206-22-6)
• EPA Substance Registry System: methyl-2-C-allyl-4-O-benzyl-2-deoxy-3,6-di-O-methanesulphonyl-α-D-glucopyranoside(104206-22-6)

Safety Data

• Hazardous Substances Data: 104206-22-6(Hazardous Substances Data)

Upstream product

• 26540-44-3 4-O-benzyl-1,6:2,3-dianhydro-β-D-allopyranoside 
• 104206-19-1 1,6-anhydro-4-O-benzyl-2-deoxy-2-C-(2-propenyl)-β-D-glucopyranose 
• 33208-47-8 4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose 
• 104206-21-5 methyl-2-C-allyl-4-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 124-63-0 methanesulfonyl chloride 

Relevant articles and documents

1,6-Anhydro-β-D-glucopyranose in organic synthesis: preparation of a fragment for the synthesis of rosaramycin

1,6-Anhydro-β-D-glucopyranose has been used as the starting material for a synthesis of ethyl (E)-4-C-allyl-2,3,4,6-tetradeoxy-5,7-O-isopropylidene-8-O-methanesulphonyl-2,6-di-C-methyl-D-gulooct-2-enonate, which represents a synthetic unit equivalent to C-2/9 of the macrolide antibiotic rosaramycin.The synthesis involved a minimum of chromatography, and the extremely high level of regiochemical and stereochemical control was achieved by the use of epoxides at crucial C-C-bond-forming steps.A method was also developed, using tosylmethyl isocyanide, which converted a carbohydrate 6-aldehyde (19) directly into the corresponding homologated methyl ether.