1610617-95-2

Basic information

• Product Name: thiophenyl 3,6-anhydro-2-deoxy-α-D-glucopyranoside
• Synonyms: thiophenyl 3,6-anhydro-2-deoxy-α-D-glucopyranoside
• CAS NO: 1610617-95-2
• Molecular Weight: 238.307
• Mol File: 1610617-95-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: thiophenyl 3,6-anhydro-2-deoxy-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: thiophenyl 3,6-anhydro-2-deoxy-α-D-glucopyranoside(1610617-95-2)
• EPA Substance Registry System: thiophenyl 3,6-anhydro-2-deoxy-α-D-glucopyranoside(1610617-95-2)

Safety Data

• Hazardous Substances Data: 1610617-95-2(Hazardous Substances Data)

Upstream product

• 13265-84-4 D-glucal 
• 108-98-5 thiophenol 
• 58871-04-8 6-O-p-toluenesulfonyl-D-arabino-hex-1-enitol 

Relevant articles and documents

An improved synthesis of 3,6-anhydro-d-glucal and a study of its unusual chemical reactivity

6-O-Tosyl-d-glucal 1 upon treatment with excess LiAlH4 unexpectedly gave 3,6-anhydro-d-glucal 2 as a major product in good yield. A crystal structure was obtained. Reaction of the anhydride 2 with N-iodosuccinimide (NIS) in excess methanol resulted in the formation of diastereomeric 2-deoxy-2-iodoglycosides. Addition of ceric (IV) ammonium nitrate and thiophenol to a solution of 2 in acetonitrile gave a mixture of 2-deoxy and 2,3-unsaturated thioglycosides. Reaction of 1,2:3,4-di-O-isopropylidine- α-d-galactopyranose with the anhydro sugar 2 in the presence of N-iodosuccinimide did not give the expected iodoglycoside mixture, but instead gave an unusual 1,4:3,6-dianhydride 7 as the major product.