439611-27-5

Upstream product

• 439611-26-4 7-(2'-formylethyl)-3-methoxyestra-1,3,5⁽¹⁰⁾,6-tetraene-17-one-17,17-(2''-[5'',5''-dimethyl-1'',3''-dioxane]) 
• 304440-45-7 p-(4-nitrophenylethynyl)benzoylmethylidenetriphenylphosphorane 
• 53-16-7 Estrone 
• 1624-62-0 estrone 3-methyl ether 
• 328060-40-8 3-methoxyestra-1,3,5⁽¹⁰⁾-trien-17-one 17,17-dioxane 
• 256469-77-9 3-methoxyestra-1,3,5⁽¹⁰⁾-triene-6-one-17,17-{2'-(5',5'-dimethyl-1',3'-dioxane)} 
• 439611-23-1 7-(2'-cyanoethyl)-3-methoxyestra-1,3,5⁽¹⁰⁾-triene-6,17-dione-17,17-(2''-[5'',5''-dimethyl-1'',3''-dioxane])-6-tosylhydrazone 
• 439611-25-3 7-(2'-cyanoethyl)-3-methoxyestra-1,3,5⁽¹⁰⁾-triene-6,17-dione-17,17-(2''-[5'',5''-dimethyl-1'',3''-dioxane])-6-hydrazone 
• 439611-37-7 7-(2'-cyanoethyl)-3-methoxyestra-1,3,5⁽¹⁰⁾-triene-6,17-dione 17,17-(2''-[5'',5''-dimethyl-1'',3''-dioxane]) 
• 439611-44-6 7-(2'-cyanoethyl)-3-methoxyestra-1,3,5⁽¹⁰⁾,6-tetraene-17-one-17,17-(2''-[5'',5''-dimethyl-1'',3''-dioxane]) 

Relevant academic research and scientific papers

A Series of 7-ω-Carboxamidoalkyl-substituted Estra-1,3,5(10),6-tetraenes

A number of 7-ω-carboxamidoalkyl-substituted estra-1,3,5(10),6-tetraenes have been prepared. While in the conjugate addition of α,ω-iodoalkanenitriles to steroidal ketone 3 7α-(ω-cyanoalkyl)estra-1,3,5(10)-triene derivatives 6 are formed, the 7α-cyanoethyl derivative 6a can be synthesized by a Michael addition of the enolate of 3 to acrylonitrile. The preparation of the estra-1,3,5(10),6-tetraenes is achieved by reduction of the keto-functionality at C-6 to alcohols 7 and subsequent elimination acid catalysed elimination. This sequence does not proceed for 7a (n=1). In this case, 6a has to be converted into a tosylhydrazone which is subjected to a Shapiro reaction. The terminal cyano group is hydrolysed to the amide function under phase transfer catalysis (PTC) in the last stage.