140240-08-0

Basic information

• Product Name: (1S^*,2R^*,5S^*,6R^*,10R^*)-4,4-dichloro-3-oxo-10-acetoxy-8-oxatricyclo<4.3.1.0^2,5>undecane
• CAS NO: 140240-08-0
• Molecular Weight: 279.12
• Mol File: 140240-08-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (1S^*,2R^*,5S^*,6R^*,10R^*)-4,4-dichloro-3-oxo-10-acetoxy-8-oxatricyclo<4.3.1.0^2,5>undecane(CAS DataBase Reference)
• NIST Chemistry Reference: (1S^*,2R^*,5S^*,6R^*,10R^*)-4,4-dichloro-3-oxo-10-acetoxy-8-oxatricyclo<4.3.1.0^2,5>undecane(140240-08-0)
• EPA Substance Registry System: (1S^*,2R^*,5S^*,6R^*,10R^*)-4,4-dichloro-3-oxo-10-acetoxy-8-oxatricyclo<4.3.1.0^2,5>undecane(140240-08-0)

Safety Data

• Hazardous Substances Data: 140240-08-0(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 5307-99-3 7,7-dichlorobicyclo[3.2.0]hept-2-en-6-one 
• 64-19-7 acetic acid 
• 63320-25-2 7,7-dichloro-4β-trimethylsilylbicyclo<3.2.0>hept-2-en-6-one 

Relevant articles and documents

PROSTANOIDS. LII. (+/-)-7,7-DICHLORO-4β-TRIMETHYLSILYLBICYCLOHEPT-3-EN-6-ONE IN THE SYNTHESIS OF PROSTANOIDS. RACEMIC CARBACYCLIN

The products from the Prins reaction of formaldehyde and (+/-)-7,7-dichloro-4β-trimethylsilylbicyclohept-3-en-6-one were isolated and characterized.The optimum conditions were found for the production of the isomeric 2β-acetoxy-6,6(7,7)-dichlorobicyclohept-3-en-7(6)-ones and 2β-acetoxymethyl-3α-acetoxy-6,6(7,7)-dichlorobicyclohept-3-en-7(6)-ones and also (1R,2S,5R,6S,10R)-3,3-dichloro-4-oxo-10-hydroxy(acetoxy)-8-oxatricyclo2,5>undecanes, suitable for the subsequent synthesis of modified prostanoids.An effective scheme for the synthesis of (+/-)-carbacyclin was worked out on the basis of the monoacetates of a series of bicycloheptenones through the corresponding 2β-acetoxymethyl-3α-acetoxybicyclooctan-7-ones.