51154-99-5

Basic information

• Product Name: (1R,2S,6S,7S)-4,10-Dioxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one
• CAS NO: 51154-99-5
• Molecular Weight: 152.15
• Mol File: 51154-99-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (1R,2S,6S,7S)-4,10-Dioxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S,6S,7S)-4,10-Dioxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one(51154-99-5)
• EPA Substance Registry System: (1R,2S,6S,7S)-4,10-Dioxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one(51154-99-5)

Safety Data

• Hazardous Substances Data: 51154-99-5(Hazardous Substances Data)

Upstream product

• 6766-44-5 7-oxabicyclo<2.2.1>heptene-exo-2,3-dicarboxylic anhydride 
• 6118-51-0 exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride 
• 51112-81-3 endo, cis-7-oxabicyclo<2.2.1>hept-5-ene-2,3-dicarboxylic acid 

Downstream Products

• 109685-81-6 (1S,2S,6S,7R,8S,9S)-8-Chloro-9-phenylselanyl-4,10-dioxa-tricyclo[5.2.1.0^2,6]decan-3-one 
• 109685-80-5 (1R,2R,6R,7S,8S,9S)-9-Chloro-8-phenylselanyl-4,10-dioxa-tricyclo[5.2.1.0^2,6]decan-3-one 
• 109685-75-8 (1S,2S,6S,7R,8S,9S)-8-Chloro-9-phenylsulfanyl-4,10-dioxa-tricyclo[5.2.1.0^2,6]decan-3-one 
• 109685-74-7 (1R,2R,6R,7S,8S,9S)-9-Chloro-8-phenylsulfanyl-4,10-dioxa-tricyclo[5.2.1.0^2,6]decan-3-one 
• 135440-55-0 6-exo-(3,5-dinitrobenzoyloxymethyl)-5-exo-vinyl-7-oxabicyclo<2.2.1>hept-2-ene 
• 135440-53-8 2-(Diphenyl-phosphinoyl)-1-((1R,2R,3S,4S)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl)-ethanol 
• 119119-26-5 tert-Butyl-diphenyl-(1-{(E)-2-[(1R,2S,3S,4S)-3-(tetrahydro-pyran-2-yloxymethyl)-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl]-vinyl}-hexyloxy)-silane 
• 119119-16-3 tert-Butyl-diphenyl-{(1R,2R,3R,4S)-3-[(E)-3-(tetrahydro-pyran-2-yloxy)-propenyl]-7-oxa-bicyclo[2.2.1]hept-5-en-2-ylmethoxy}-silane 
• 135440-52-7 5-exo-(2'-diphenylphosphinoyl-1'-oxoethyl)-6-exo-hydroxymethyl-7-oxabicyclo<2.2.1>hept-2-ene hemiacetal 
• 109685-77-0 (1R,2R,6R,7S,8R,9R)-8-Chloro-9-(2-nitro-phenylsulfanyl)-4,10-dioxa-tricyclo[5.2.1.0^2,6]decan-3-one 
• 109685-76-9 (1R,2R,6R,7S,8S,9S)-9-Chloro-8-(2-nitro-phenylsulfanyl)-4,10-dioxa-tricyclo[5.2.1.0^2,6]decan-3-one 
• 6253-21-0 3α-hydroxymethyl-7α-oxabicyclo[2.2.1]heptane-2α-carboxylic acid lactone 
• 109685-79-2 (1S,2S,6S,7R,8S,9S)-8-Chloro-9-(2,4-dinitro-phenylsulfanyl)-4,10-dioxa-tricyclo[5.2.1.0^2,6]decan-3-one 
• 109685-78-1 (1R,2R,6R,7S,8S,9S)-9-Chloro-8-(2,4-dinitro-phenylsulfanyl)-4,10-dioxa-tricyclo[5.2.1.0^2,6]decan-3-one 

Relevant articles and documents

Metal hydride reductions of unsymmetrically substituted cyclic anhydrides attached to strained ring systems

A dramatic reversal in regioselectivity is observed in the metal hydride reduction of unsimmetrical cyclic anhydrides such as 2, 3, and 4 compared to cyclic anhydrides attached to bridged ring systems (e.g.1).The synthesis of model cyclic anhydrides attached to strained rings is described and the ratios of isomeric lactones obtained upon reduction with metal hydride are reported.On the basis of theoretical calculations and, taking into account the intrinsic reactivity of the carbonyl group, the antiperiplanar effect, and steric congestion, an explanation is offered for the regioselectivity observed in the reduction of these compounds.

Synthesis of oxabicyclo[2.2.1]heptane prostanoids having thromboxane-like activity at sub-nanomolar concentrations

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Synthesis of thromboxane A2 analogue (+/-)-(9,11),(11,12)-dideoxa-(9,11a)-oxa thromboxane A2

A synthesis of the thromboxane A2 analogue, (+/-)-(9,11),(11,12)-dideoxa-(9,11a)-oxa-thromboxane A2 (TXA2) starting from the exo-adduct 3 of maleic anhydride and furan is described