849596-42-5

Basic information

• Product Name: (1S,3S,4S,6R)-3,4-diphenyl-2,5-dioxabicyclo[4,4,0]dec-7-ene
• Synonyms: (1S,3S,4S,6R)-3,4-diphenyl-2,5-dioxabicyclo[4,4,0]dec-7-ene
• CAS NO: 849596-42-5
• Molecular Weight: 292.378
• Mol File: 849596-42-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (1S,3S,4S,6R)-3,4-diphenyl-2,5-dioxabicyclo[4,4,0]dec-7-ene(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,3S,4S,6R)-3,4-diphenyl-2,5-dioxabicyclo[4,4,0]dec-7-ene(849596-42-5)
• EPA Substance Registry System: (1S,3S,4S,6R)-3,4-diphenyl-2,5-dioxabicyclo[4,4,0]dec-7-ene(849596-42-5)

Safety Data

• Hazardous Substances Data: 849596-42-5(Hazardous Substances Data)

Upstream product

• 215026-14-5 (1S,2S,1'S)-2-(cyclohex-2'-enyloxy)-1,2-diphenylethanol 
• 1521-51-3 rac-3-bromocyclohexene 
• 2325-10-2 (S,S)-hydrobenzoin 
• 215026-15-6 (1S,3S,4S,6S,7S)-3,4-diphenyl-7-phenylseleno-2,5-dioxabicyclo[4,4,0]decane 

Downstream Products

• 488-54-0 D-chiro-inositol 
• 215026-28-1 (1S,3S,4S,6S,7S,8R,9R)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxy-8,9-epoxybicyclo[4,4,0]decane 
• 849596-45-8 (1S,3S,4S,6S,7S,8S,9S)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxy-9-phenylselenobicyclo[4,4,0]decan-8-ol 
• 849596-47-0 (1S,3S,4S,6S,7S,8R)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxybicyclo[4,4,0]dec-9-en-8-ol 
• 215026-27-0 (1S,3S,4S,6S,7S)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxybicyclo[4,4,0]dec-8-ene 
• 215026-34-9 (1S,3S,4S,6R,7S,8R,9R,10R)-3,4-diphenyl-2,5-dioxabicyclo-[4,4,0]decane-7,8,9,10-tetrol 
• 215026-25-8 (1S,3S,4S,6R,7S,8R,9R)-3,4-diphenyl-2,5-dioxabicyclo[4,4,0]decane-7,8,9-triol 
• 215026-33-8 (1S,3S,4S,6R,7S,8R)-3,4-diphenyl-2,5-dioxabicyclo[4,4,0]dec-9-ene-7,8-diol 
• 215026-24-7 (1S,3S,4S,6R,7S)-3,4-diphenyl-2,5-dioxabicyclo[4,4,0]dec-8-en-7-ol 
• 849596-44-7 [1S-(1α,2α,3β,4β)]-cyclohexane-1,2,3,4-tetrol 
• 81369-59-7 3-deoxy-epi-inositol 
• 152983-53-4 Acetic acid (1S,2S,3S,6S)-2,3,6-triacetoxy-cyclohexyl ester 
• 849596-48-1 Acetic acid (2S,3S,4aS,5S,6R,8aS)-5-(tert-butyl-diphenyl-silanyloxy)-2,3-diphenyl-2,3,4a,5,6,8a-hexahydro-benzo[1,4]dioxin-6-yl ester 
• 849596-53-8 7,8-diphenyl-4-phenylselenyl-octahydro-1,3,6,9-tetraoxa-cyclopenta[a]naphthalen-2-one 

Relevant articles and documents

Synthesis of enantiopure cyclitols from (±)-3-bromocyclohexene mediated by intramolecular oxyselenenylation employing (S,S)-hydrobenzoin and (S)-mandelic acid as chiral sources

Reaction of 3-bromocyclohexene with (S,S)-hydrobenzoin and (S)-mandelic acid and subsequent intramolecular oxyselenenylation of the resulting allylic ethers followed by oxidation-elimination afforded the valuable cis-fused bicyclic olefins, (1S,3S,4S,6R)-3,4-diphenylbicyclo[4,4,0]-2,5-dioxa-7-decene and (1S,3S,4R)-3-phenyl-4a,7,8,8a-tetrahydro-benzo[1,4]dioxan-2-one, respectively. Further stereoselective transformation of these cis-fused bicyclic olefins afforded the enantiopure cyclohexitols, muco-quercitol, D-chiro-inocitol and allo-inocitol.