1032401-63-0

Basic information

• Product Name: (-)-(1S,3aS,4S,7aS)-4-(Z)-(2-bromo-5-methoxystyryl)-1-tert-butoxy-7a-ethyl-3a,4,7,7a-tetrahydroindane
• Synonyms: (-)-(1S,3aS,4S,7aS)-4-(Z)-(2-bromo-5-methoxystyryl)-1-tert-butoxy-7a-ethyl-3a,4,7,7a-tetrahydroindane
• CAS NO: 1032401-63-0
• Molecular Weight: 433.429
• Mol File: 1032401-63-0.mol

Chemical Properties

• CAS DataBase Reference: (-)-(1S,3aS,4S,7aS)-4-(Z)-(2-bromo-5-methoxystyryl)-1-tert-butoxy-7a-ethyl-3a,4,7,7a-tetrahydroindane(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(1S,3aS,4S,7aS)-4-(Z)-(2-bromo-5-methoxystyryl)-1-tert-butoxy-7a-ethyl-3a,4,7,7a-tetrahydroindane(1032401-63-0)
• EPA Substance Registry System: (-)-(1S,3aS,4S,7aS)-4-(Z)-(2-bromo-5-methoxystyryl)-1-tert-butoxy-7a-ethyl-3a,4,7,7a-tetrahydroindane(1032401-63-0)

Safety Data

• Hazardous Substances Data: 1032401-63-0(Hazardous Substances Data)

Upstream product

• 1032401-60-7 (-)-(1S,5S,7aS)-1-tert-butoxy-7a-ethyl-7,7a-dihydroindan-5-yl-formate 
• 213599-26-9 (Z)-2-(2-iodoethenyl)-4-methoxybromobenzol 
• 1032401-55-0 (+)-(1S,3aS,7aS)-1-tert-butoxy-7a-ethyl-3a,6,7,7a-tetrahydroindane 

Relevant articles and documents

TOTAL SYNTHESIS OF ENANTIOPURE DESOGESTREL

The present invention relates to a total synthesis of desogestrel and derivatives thereof, and to intermediate compounds of this synthesis.

Enantioselective total synthesis of the oral contraceptive desogestrel by a double heck reaction

A novel enantioselective total synthesis of the oral contraceptive desogestrel (2) is described, in which the tetracyclic steroid core is formed by a sequence of two consecutive Heck reactions. Conversion of the known enantiopure diketone 7 led to the chiral bicycle 6 which was used for a diastereoselective intermolecular Heck reaction with vinyliodide 5 to give 15. In the following intramolecular Heck reaction, the tetracyclic ring system was formed to give 4, from which the synthesis of desogestrel (2) was furnished.