87834-69-3

Upstream product

• 100-39-0 benzyl bromide 
• 19882-76-9 (+)-13β-ethyl-3-methoxygona-1,3,5(10),9(11)-tetraene-17β-ol 
• 56376-31-9 Acetic acid (8S,13S,14S,17S)-13-ethyl-3-methoxy-7,8,12,13,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-17-yl ester 
• 7443-72-3 18-methyl-3-methoxy-1,3,5(10),8-estratetraen-17β-ol 

Downstream Products

• 87834-70-6 17β-benzyloxy-D-13β-ethyl-11α-hydroxy-3-methoxy-estra-1,3,5(10)-triene 
• 54024-17-8 13β-ethyl-11-methylenegon-4-en-3,17-dione 

Relevant academic research and scientific papers

Design of the synthesis of steroidal 1,3,5(10),9(11)-tetraenes via isomerization of 1,3,5(10),8-isomers - Effect of the solvent system

p-Toluenesulphonic acid catalytic isomerization of 1,3,5(10),8-tetraene steroids in benzene or toluene with the presence of acetic acid is established as a simple high-yield (85 ~ 89%) procedure to the synthesis of the corresponding 9(11)-isomers. The solvation effect is discussed for the design of the new reaction media.

Synthesis method of desogestrel drug intermediate

The invention discloses a synthesis method of a desogestrel drug intermediate. The synthesis method comprises the following steps: taking a compound I as a raw material, and protecting by 17-site hydroxyl to obtain a compound II; reflowing the compound II in an acidic mixed solvent to obtain a compound III; taking the compound III to be subjected to a hydroxylation reaction, so as to obtain a compound IV; oxidizing the compound IV by an oxide to obtain the desogestrel drug intermediate V. The preparation method disclosed by the invention is simple and has moderate reaction conditions, and the yield is relatively high.

Synthesis of 13-ethyl-17-hydroxy-11-methylene-18,19-dinor-17α-pregn-4- en-20-yn-3-one (3-oxo desogestrel)

A synthesis of the steroid hormone, 3-keto-desogestrel (1), with the total yield of 10% starting from d-13β-ethyl-3-methoxy-gona-1,3,5(10),8- tetraen-18β-ol (3) is described.