173973-58-5

Basic information

• Product Name: 1,5-Anhydro-3,4-bis(O-tert-butyldimethylsilyl)-6-O-tosyl-2-deoxy-D-arabinohex-1-enitol
• Synonyms: 1,5-Anhydro-3,4-bis(O-tert-butyldimethylsilyl)-6-O-tosyl-2-deoxy-D-arabinohex-1-enitol
• CAS NO: 173973-58-5
• Molecular Weight: 528.858
• Mol File: 173973-58-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,5-Anhydro-3,4-bis(O-tert-butyldimethylsilyl)-6-O-tosyl-2-deoxy-D-arabinohex-1-enitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Anhydro-3,4-bis(O-tert-butyldimethylsilyl)-6-O-tosyl-2-deoxy-D-arabinohex-1-enitol(173973-58-5)
• EPA Substance Registry System: 1,5-Anhydro-3,4-bis(O-tert-butyldimethylsilyl)-6-O-tosyl-2-deoxy-D-arabinohex-1-enitol(173973-58-5)

Safety Data

• Hazardous Substances Data: 173973-58-5(Hazardous Substances Data)

Upstream product

• 13265-84-4 D-glucal 
• 173973-57-4 (-)-6-O-Acetyl-1,5-anhydro-3,4-bis(O-tert-butyldimethylsilyl)-2-deoxy-D-arabinohex-1-enitol 
• 63914-24-9 6-Monoacetylated D-glucal 
• 98-59-9 p-toluenesulfonyl chloride 
• 161851-32-7 (-)-1,5-Anhydro-3,4-bis(O-tert-butyldimethylsilyl)-2-deoxy-D-arabinohex-1-enitol 

Downstream Products

• 173973-60-9 (+)-(2S,3R,4R,5R)-3,4-Bis(tert-butyldimethylsiloxy)-2-formyl-5-tosyloxymethyltetrahydrofuran 

Relevant articles and documents

3,4-Bis(O-tert-butyldimethylsilyl)-6-O-tosyl-D-glucal: A Probe for the Mechanism of the Iodine(III)-Promoted Allylic Oxidation of Glycals

The reaction of 3,4-bis(O-tert-butyldimethylsilyl)-6-O-tosyl-D-glucal 4 with the Koser reagent unexpectedly afforded tetrahydrofurfural 6 as well as 2,3-anhydropyranose 7 as major products.This unprecedented, stereoselective transformation helps to gain further insight into the mechanism of the well-documented hypervalent iodine-promoted allylic oxidation of cyclic enol ethers.A novel chemoenzymatic method for the preparation of glucal 4 in high yield is presented. - Keywords: 2,3-Anhydropyranose; Glycal; Hypervalent iodine