160999-15-5

Basic information

• Product Name: 5-O-benzoyl-3-O-(1-imidazolylthiocarbonyl)-1,2-O-isopropylidene-α-D-xylofuranose
• Synonyms: 5-O-benzoyl-3-O-(1-imidazolylthiocarbonyl)-1,2-O-isopropylidene-α-D-xylofuranose
• CAS NO: 160999-15-5
• Molecular Weight: 404.444
• Mol File: 160999-15-5.mol

Chemical Properties

• CAS DataBase Reference: 5-O-benzoyl-3-O-(1-imidazolylthiocarbonyl)-1,2-O-isopropylidene-α-D-xylofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 5-O-benzoyl-3-O-(1-imidazolylthiocarbonyl)-1,2-O-isopropylidene-α-D-xylofuranose(160999-15-5)
• EPA Substance Registry System: 5-O-benzoyl-3-O-(1-imidazolylthiocarbonyl)-1,2-O-isopropylidene-α-D-xylofuranose(160999-15-5)

Safety Data

• Hazardous Substances Data: 160999-15-5(Hazardous Substances Data)

Upstream product

• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 6160-65-2 1,1'-Thiocarbonyldiimidazole 
• 6022-96-4 5-O-benzoyl-α-D-xylofuranose 

Downstream Products

• 160999-09-7 2(S)-(O-benzoylmethyl)-4(S)-(6-cyclopropylamino-9H-purin-9-yl)tetrahydrofuran 
• 160999-07-5 4(S)-(2-amino-6-chloro-9H-purin-9-yl)-2(S)-(O-benzoylmethyl)tetrahydrofuran 
• 160999-14-4 4(S)-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-2(S)-(p-O-toluenesulfonylmethyl)tetrahydrofuran 
• 151223-87-9 4(S)-(6-amino-9H-purin-9-yl)-2(S)-(O-benzoylmethyl)tetrahydrofuran 
• 151223-88-0 2(S)-(O-benzoylmethyl)-4(S)-(6-chloro-9H-purin-9-yl)tetrahydrofuran 
• 160999-12-2 N-<<<(2S,4S)-2-(O-benzoylmethyl)tetrahydrofuranyl>amino>carbonyl>-3-ethoxy-2-propenamide 
• 151223-91-5 2(S)-(O-benzoylmethyl)-4(S)-<3,4-dihydro-2,4-dioxo-5-methyl-1(2H)-pyrimidinyl>tetrahydrofuran 
• 143191-79-1 2(S)-(O-benzoylmethyl)-4(S)-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>tetrahydrofuran 
• 160999-11-1 4(S)-azido-2(S)-(O-benzoylmethyl)tetrahydrofuran 
• 143191-74-6 methyl 5-O-benzoyl-3-deoxy-D-erythro-pentofuranose 
• 143191-75-7 2(S)-(O-benzoylmethyl)tetrahydrofuran-4(R)-ol 
• 143191-78-0 Benzoic acid (2S,4S)-4-amino-tetrahydro-furan-2-ylmethyl ester 
• 143191-80-4 2(S)-(O-benzoylmethyl)-4(S)-<4-(1,2,4-triazolyl)-2-oxo-1(2H)-pyrimidinyl>tetrahydrofuran 
• 143191-76-8 1,4-anhydro-5-O-benzoyl-3-deoxy-2-O-p-toluenesulfonyl-D-ribitol 

Relevant articles and documents

Visible Light Photocatalytic Reduction of O-Thiocarbamates: Development of a Tin-Free Barton-McCombie Deoxygenation Reaction

The Barton-McCombie deoxygenation is one of the most important transformations in the toolbox of organic chemists which has been the subject of a number of methodological developments. In this study, we report a photocatalyzed redox deoxygenation of secondary and tertiary alcohols from thiocarbamate precursors under visible light activation. The iridium complex Ir(ppy)3 proved to be the most efficient catalyst in the presence of Hünig's base as sacrifial electron donor. A mechanistic investigation is presented based on fluorescence quenching experiments and cyclic voltammetry.

Deoxygenation of 5-O-benzoyl-1,2-isopropylidene-3-O-imidazolylthiocarbonyl-α-d-xylofuranose using dimethyl phosphite: an efficient alternate method towards a 3′-deoxynucleoside glycosyl donor

An efficient radical deoxygenation reaction of thiocarbonylimidazolyl activated glycoside analogue using dimethyl phosphite as hydrogen source and radical chain carrier was performed as a key step in a multi step synthesis towards a common 3-deoxy glycosyl donor for 3′-deoxynucleosides. This method has safety and cost advantages compared to the generally used radical reduction reagents.

Novel isomeric dideoxynucleosides as potential antiviral agents

Novel isomeric dideoxynucleosides with S,S absolute stereochemistry and involving the transposition of the base moiety from the normal 1'- to the 2'-position have been regiospecifically and stereospecifically synthesized. The synthetic approaches involved