1162-56-7Relevant articles and documents
Synthesis of novel 7α-thiol-bridged progesterone derivatives
Wynne, James H.,Lloyd, Christopher T.,Mushrush, George W.
, p. 885 - 893 (2003)
Novel synthetic routes to the formation of progesterone derivatives are of interest due to their potential role in the treatment of breast cancer. This multi-step synthesis proceeds via the dehydrogenation of the endocyclic ketone moiety of the steroid, a
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Meystre,Wettstein
, p. 408 (1946)
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McAleer et al.
, p. 958 (1958)
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Synthesis of 21-diazoprogesterone-6,7-3H2
Chiu,Wolff
, p. 397 - 405 (1979)
The preparation of 21-diazoprogesterone-6,7-3H2 is described. Progesterone was dehydrogenated with chloranil to give Δ6-dehydroprogesterone. Degradation of the pregnane side-chain with sodium hypobromite gave the corresponding carboxylic acid. Catalytic reduction with carrier-free tritium followed by treatment with oxalyl chloride and then diazomethane afforded 21-diazoprogesterone-6,7-3H2 with a specific activity of 42 Ci/mmol.
Method for synthesizing dydrogesterone
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Paragraph 0029-0031, (2021/05/19)
The invention relates to a method for synthesizing a steroid drug dydrogesterone (CAS: 152-62-5). The method comprises the following steps: starting from pregnenolone, carrying out allylic halogenation and elimination to obtain a Pregna-5, 7-dien-3-ol-20-one intermediate; carrying out illumination isomerization to obtain a key intermediate 9 beta, 10 alpha-Pregna-5, 7-dien-3-ol-20-one; then carrying out Oppenauer oxidation (Oppenauer oxidation) to obtain 7-Dehydro-9beta, 10 alpha-progesterone, and finally, carrying out olefin shift isomerization under the action of acid to obtain the final product 6-Dehydro-9beta, 10 alpha-progesterone (a crude drug of dydrogesterone). The method is economical in steps and comprises four conversion steps; the total yield is as high as 16.4%; the raw materials are cheap and easy to obtain, the whole process route is green and safe, the bulk drugs are high in quality, the purity can reach 99.5% or above, and the method is suitable for industrial production.
Preparation method for 5,7-pregnadien-3,20-dion-diethylene glycol ketal
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, (2020/03/06)
The invention provides a preparation method for 5,7-pregnadien-3,20-dion-diethylene glycol ketal. The method comprises the following steps: performing an etherification reaction on progesterone and anetherification agent under the action of a catalyst to generate an ether; performing a dehydrogenation reaction on the ether and a dehydrogenation reagent to generate 6-dehydroprogesterone; and performing ketalation on the 6-dehydroprogesterone and ethylene glycol under the action of a catalyst and a dehydrating agent to generate the 5,7-pregnadien-3,20-dion-diethylene glycol ketal. The 5,7-pregnadien-3,20-dion-diethylene glycol ketal with less impurities can be obtained through the etherification, dehydrogenation reaction and ketalation, and the method has the advantages of a short route, ahigh yield, low raw material costs, simple operation and environmental protection, and is suitable for industrial production.