86861-80-5

Basic information

• Product Name: Toluene-4-sulfonic acid (2R,3R,4R,5R)-5-benzyloxymethyl-4-hydroxy-2-methoxy-tetrahydro-furan-3-yl ester
• CAS NO: 86861-80-5
• Molecular Weight: 408.472
• Mol File: 86861-80-5.mol

Chemical Properties

• CAS DataBase Reference: Toluene-4-sulfonic acid (2R,3R,4R,5R)-5-benzyloxymethyl-4-hydroxy-2-methoxy-tetrahydro-furan-3-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Toluene-4-sulfonic acid (2R,3R,4R,5R)-5-benzyloxymethyl-4-hydroxy-2-methoxy-tetrahydro-furan-3-yl ester(86861-80-5)
• EPA Substance Registry System: Toluene-4-sulfonic acid (2R,3R,4R,5R)-5-benzyloxymethyl-4-hydroxy-2-methoxy-tetrahydro-furan-3-yl ester(86861-80-5)

Safety Data

• Hazardous Substances Data: 86861-80-5(Hazardous Substances Data)

Upstream product

• 67737-48-8 methyl 5-benzyloxy-β-D-ribofuranoside 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 86861-83-8 methyl 5-O-benzyl-2-deoxy-3-C-methyl-β-D-threo-pentofuranoside 

Relevant articles and documents

The Use of Grignard Reagents in Carbohydrate Synthesis. The Synthesis of Branched-chain Deoxy Sugars and Their Anomerizations

The reactions of methyl 5-O-benzyl-2-O- and -3-O-tosyl-β-D-ribofuranosides with methylmagnesium iodide gave, in one-step, 2-deoxy-3-C- and 3-deoxy-2-C-methyl branched-chain sugars, respectively. These sugars were anomerized with Grignard reagents; the thermodynamically more stable anomers were converted preferentially into the respective less stable anomers.