1053742-96-3

Basic information

• Product Name: Toluene-4-sulfonic acid (2R,3S,4R)-2,3,4-tris-benzyloxy-hex-5-enyl ester
• Synonyms: Toluene-4-sulfonic acid (2R,3S,4R)-2,3,4-tris-benzyloxy-hex-5-enyl ester
• CAS NO: 1053742-96-3
• Molecular Weight: 572.722
• Mol File: 1053742-96-3.mol

Chemical Properties

• CAS DataBase Reference: Toluene-4-sulfonic acid (2R,3S,4R)-2,3,4-tris-benzyloxy-hex-5-enyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Toluene-4-sulfonic acid (2R,3S,4R)-2,3,4-tris-benzyloxy-hex-5-enyl ester(1053742-96-3)
• EPA Substance Registry System: Toluene-4-sulfonic acid (2R,3S,4R)-2,3,4-tris-benzyloxy-hex-5-enyl ester(1053742-96-3)

Safety Data

• Hazardous Substances Data: 1053742-96-3(Hazardous Substances Data)

Upstream product

• 291753-79-2 methyl 2,3,4-tri-O-benzyl-6-deoxy-6-iodo-α-D-manno-pyranoside 
• 73111-58-7 2,3,4-Tri-O-benzyl-5,6-dideoxy-D-lyxo-hex-5-enose 
• 34212-64-1 methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 98-59-9 p-toluenesulfonyl chloride 
• 73174-53-5 3,4,5-tri-O-benzyl-1,2-dideoxy-D-arabino-hex-1-enitol 

Downstream Products

• 195245-42-2 (1R,2R,3R,4R)-1,2,3-tribenzyloxy-4-hydroxymethylcyclopentane 
• 195245-33-1 3,4,5-tri-O-benzyl-1,2,6-trideoxy-6-iodo-D-arabino-hex-1-enitol 

Relevant articles and documents

The cobalt-catalyzed oxygenative radical route from hexopyranosides to carbapentofuranoses

Cobalt-catalyzed radical cyclization/oxygenation of various 6-iodohex-1-enitols gave in one step the carbocyclic analogs of pentofuranoses. The reaction was run under very mild conditions and gave moderate to good yields of carbapentofuranoses within a few hours. All the possible 6-iodohex-1-enitol stereoisomers were prepared, and the influence of relative configurations and protecting groups was studied.

A new synthesis of carbapentofuranoses from carbohydrates

Carbafuranosides were synthesized in one step from various O-protected 1,2,6-trideoxy-6-iodo-hex-1-enitols by cobalt catalyzed 5-exo radical-cyclization under molecular oxygen. Yields were fair to good with interesting selectivities.