1032401-65-2

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 academic research and scientific papers

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.

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.