26614-48-2Relevant academic research and scientific papers
Synthesis method of alkyl acid testosterone
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, (2020/12/10)
The invention discloses a synthesis method of alkyl acid testosterone, and belongs to the technical field of synthesis and processing of medicines. The method comprises the following steps of: taking4-androstenedione (4AD) as an initial raw material, firstly, carrying out enol ether protection on the keto group at the site 3, and reducing carbonyl at the site 17 into hydroxyl; or taking 4-androstenedione (4AD) as an initial raw material, firstly carrying out enol ether protection on the keto group at the site 3, then reducing carbonyl at the site 17 into hydroxyl, then carrying out hydrolysison the site 3 to obtain testosterone, and carrying out esterification and third-site hydrolysis to obtain the testosterone ester after testosterone third-site ketal protection. According to the method disclosed by the invention, the third site is protected during esterification reaction, the generation of impurities can be reduced, and an esterification reaction solvent is a water-insoluble organic solvent, so that after the reaction is completed, products can be directly extracted in a layered manner, a large amount of water does not need to be added to separate out the products, the amountof wastewater is reduced, the solvent can be recycled, and the process is more suitable for industrial production.
PROCESS FOR PREPARATION OF TESTOSTERONE
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, (2017/06/21)
The present invention relates to a process for purification of 4-androsten-3,17-dione (II) and its conversion to testosterone (I) having purity > 99 % as measured by HPLC.
A preparation method of male nandrolone (by machine translation)
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, (2017/08/28)
A male nandrolone preparation method, namely in order to 4 - androstenedione (abbreviated as 4AD) as raw materials, the first 4AD with the original carboxylic acid triethyl in organic solvent, acid catalyzed reaction shall be etherification 3 - ethoxy - androstane - 3, 5 - diene - 17 - one; then the etherification in the organic solvent, adding metal borohydride reducing agent, etherification molecule in the 17 bit keto also restored to hydroxy, shall also the original 3 - ethoxy - androstane - 3, 5 - diene - 17 - ol; then also the original in the organic solvent, adding hydrogenation reaction catalyst, selective hydrogenation also the original molecule of 5 bit double bond, shall be hydride 3 - ethoxy - androstane - 3 - en - 17 - ol; finally the hydride in an organic solvent, acid catalytic hydrolysis extraction male nandrolone; the method of the invention compared with the traditional production method, raw material sources are wide, short synthetic route, process convenient and environmental protection, high product yield, economy and environmental protection, the production cost is reduced 35 - 40%, which is very beneficial to industrial production. (by machine translation)
Testosterone preparation method
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Paragraph 0010; 0013; 0016, (2017/08/27)
Provided is a testosterone preparation method. The method uses androstenedione (also known as 4AD) as the raw material and comprises the following steps: A, synthesizing imidazoleethylamine which is to mix the 4AD and triethyl orthoformate with higher alcohol organic solution for acid catalysis to obtain 3beta Ethoxy-androsta 3,5-diene 17-ketone; B, synthesizing reducing substance, mixing the imidazoleethylamine with organic solution, adding metal borohydride to reduce the 17 ketone to 3beta Ethoxy-androsta 3,5-diene 17-alcohol; C, synthesizing testosterone, mixing the aforementioned reducing substance with organic solution, hydrolyzing with water, conducting post-treatment to acquire the testosterone crude which is mixed with low carbon alcohol to be decolored by active carbon and recrystallized, obtaining the final product of testosterone. The overall recovery rate of synthesized weight is 70%-75%. The method has the advantages of widely available material sources, simple operation, high yield rate, high purity, extreme reduction of costs, high recovery rate of solution in the reaction and processing, cost effectiveness and environmental protection.
1,2-Dehydrogenation of steroidal 6-methylen derivatives. Synthesis of exemestane
Marcos-Escribano, Andrés,Bermejo, Francisco A.,Bonde-Larsen, Antonio Lorente,Retuerto, Jesús Iglesias,Sierra, Ignacio Herráiz
supporting information; experimental part, p. 7587 - 7590 (2009/12/04)
The development of an efficient dehydration method of steroidal 4-en-3-ones by using chloranil and BSTFA in the presence of triflic acid in refluxing toluene allowed us, starting from testosterone, to set a large-scale procedure for the synthesis of the anti-cancer drug exemestane in 70% overall yield.
Sulfuric acid adsorbed on silica gel. A multipurpose acid catalyst
Chavez,Suarez,Diaz
, p. 2325 - 2339 (2007/10/02)
A series of acid catalyzed reactions like the dehydration of alcohols, conversion of ketones to 1,3-dioxolanes and their hydrolysis, α, β- unsaturated ketones to enol ethers, and alcohols to methyl-methoxyethyl ethers are performed efficiently in high yield with sulfuric acid adsorbed on silica gel as catalyst.
