478157-88-9

Upstream product

• 35258-26-5 <4-<2-(diethylamino)ethoxy>phenyl>magnesium bromide 
• 39931-88-9 (5'R,10'R,13'S)-13'-methyl-1',2',6',7',8',12',13',14',15',16'-decahydro-17'H-spiro[1,3-dioxolane-2,3'-[5,10]epoxycyclopenta[a]phenanthren]-17'-one 
• 39931-88-9 3,3-(ethylenedioxy)-5β,10β-epoxyestra-9(11)-ene-17-one 
• 106-41-2 4-bromo-phenol 
• 1823-62-7 4-(2-(diethylamino)ethoxy)bromobenzene 
• 399016-72-9 3,3-ethylenedioxy-5,10-α-epoxy-17-(trimethylsilyloxy)-estra-9(11),16-diene 
• 5571-36-8 ethylene deltenone 

Downstream Products

• 478157-91-4 4-chloro-11β-(4-(2-(diethylamino)ethoxy)phenyl)estra-1,3,5(10)-trien-3-ol-17-one hydrochloride 

Relevant academic research and scientific papers

Industrial synthesis of 4-chloro, 11β-arylestradiol: How to circumvent a poor diastereoselectivity

An industrial synthesis of 11β-arylestrone derivatives is described, based on the conjugate opening of a mixture of allylic 5(10)-α and -β epoxides by an aryl cuprate generated catalytically, followed by hydrolysis and subsequent aromatisation of the isomeric mixture of arylation products. An original method for selective 4-chlorination of estrone derivatives is also described.

Recent developments in the synthesis of 11β-aryl-estrone derivatives

An industrial synthesis of 11β-aryl-estrone derivatives is described, based on the 1,4-addition of the aryl side-chain, as a cuprate, on to a mixture of allylic 5(10) alpha and beta epoxides, followed by hydrolysis and subsequent aromatization.