79233-83-3

Basic information

• Product Name: Imidazole-1-carbothioic acid O-[(2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl] ester
• Synonyms: Imidazole-1-carbothioic acid O-[(2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl] ester
• CAS NO: 79233-83-3
• Molecular Weight: 546.622
• Mol File: 79233-83-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Imidazole-1-carbothioic acid O-[(2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl] ester(CAS DataBase Reference)
• NIST Chemistry Reference: Imidazole-1-carbothioic acid O-[(2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl] ester(79233-83-3)
• EPA Substance Registry System: Imidazole-1-carbothioic acid O-[(2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl] ester(79233-83-3)

Safety Data

• Hazardous Substances Data: 79233-83-3(Hazardous Substances Data)

Upstream product

• 6160-65-2 1,1'-Thiocarbonyldiimidazole 
• 70774-92-4 methyl 4,6-O-benzylidene-2-O-p-toluenesulphonyl-α-D-glucopyranoside 

Downstream Products

• 79297-68-0 methyl 4,6-O-benzylidene-2-O-p-tolylsulfonyl-3-deoxy-α-D-ribo-hexopyranoside 

Relevant articles and documents

Synthesis of Deoxy Sugars. Deoxygenation by Treatment with N,N'-Thiocarbonyldiimidazole/Tri-n-butylstannane

Protected sugars containing a free hydroxyl group have been deoxygenated by conversion to the O-(imidazolylthiocarbonyl) derivative with N,N'-thiocarbonyldiimidazole followed by treatment with tri-n-butylstannane.This reaction sequence offers a mild, high-yield procedure for the deoxygenation of hexose derivatives with a hindered secondary hydroxyl group at C-3 or C-4.The primary 6-O-(imidazolylthiocarbonyl) compound obtained from 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose reacts with tri-n-butylstannane to give a mixture of the 6-deoxy sugar (31percent) and starting alcohol (57percent).