972-46-3Relevant academic research and scientific papers
Novel stereoselective synthesis and chromatographic evaluation of E-guggulsterone
Gioiello, Antimo,Sardella, Roccaldo,Rosatelli, Emiliano,Sadeghpour, Bahman M.,Natalini, Benedetto,Pellicciari, Roberto
, p. 250 - 254 (2012)
A new stereoselective synthesis of E-guggulsterone is described starting from androsten-3,17-dione. Protection of the ring A enonic system, followed by regioselective Wittig reaction and C-16 oxidation, affords E-guggulsterone in good yields and high ster
Synthesis method of alkyl acid testosterone
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Paragraph 0037-0038; 0043-0044; 0053-0054; 0059-0060; 0065, (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.
Preparation method of androst-2-en-17-one
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Paragraph 0028; 0031-0032; 0035; 0038-0039; 0042; 0045-0046, (2019/04/30)
The invention discloses a preparation method of androst-2-en-17-one. The method comprises the steps that 4-androstenedione is adopted as a raw material, three-step reactions of a protective reaction,a reduction reaction and a deprotection reaction are ado
Preparation method of 5alpha-androstane-3,17-dione
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Paragraph 0039; 0044; 0049, (2019/12/25)
The invention relates to a preparation method of 5alpha-androstane-3,17-dione. The method specifically comprises the following steps: 1, carrying out an etherification reaction on 4-androstenedione, triethyl orthoformate and anhydrous ethanol in the presence of an etherification catalyst, and performing post-treatment after the etherification reaction is completed in order to prepare a compoundwet 3-ethoxy-3,5-androstadien-17-one; 2, adding a the wet 3-ethoxy-3,5-androstadien-17-one into a methanol-dichloromethane mixed solvent, performing uniform stirring, adjusting the pH value of the obtained solution, carrying out a catalytic hydrogenation reaction under the action of a palladium-carbon catalyst, and filtering out the catalyst after the reaction is finished in order to obtain a 3-ethoxy-3-androstene-17-one solution; and 3, carrying out a hydrolysis reaction on the 3-ethoxy-3-androstene-17-tone solution and an acid, removing the solvent after the hydrolysis reaction is finished,and carrying out filtering, water washing and drying to obtain the 5alpha-androstane-3,17-dione. The method has the advantages of short process route, easily controlled production process, environmental friendliness, low production cost, and suitableness for industrial large-scale production.
Preparation method of 5alpha-androstane-17-hydroxy-3-one
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Paragraph 0038; 0043; 0048, (2019/12/25)
The invention relates to a preparation method of 5alpha-androstane-17-hydroxy-3-one. The method specifically comprises the following steps: 1, carrying out an etherification reaction on 4-androstenedione, triethyl orthoformate and anhydrous ethanol in the
A [...] intermediate androst - 17 α - methyl - 17 β - hydroxy -3 - ketone (by machine translation)
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Paragraph 0016; 0017; 0020; 0021; 0024; 0025, (2019/05/04)
The present invention provides a [...] intermediate androst - 17 α - methyl - 17 β - hydroxy - 3 - ketone synthesis method, the method is to 4 - androstenedione (abbreviated as 4 AD) as raw materials, through the 3 position alkone pyridynyl alkylene ether, 17 [...] addition; then in Grignard addition after acid hydrolysis is not carried out in advance 5 at the catalytic hydrogenation reaction of the olefinic bond, then do the 3 bit ether with the 17 bit dual-hydrolysis preparation to obtain compound androst - 17 α - methyl - 17 β - hydroxy - 3 - one, HPLC purity 99.0% or more. The method of the invention route is brief, the production process is easy to control, environmental friendly, low production cost, is suitable for industrial scale production. (by machine translation)
Preparation method of 17 beta-androst-4-ene-3-one-17-carboxylic acid
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Paragraph 0012; 0013; 0017; 0021, (2018/04/02)
The invention discloses a preparation method of 17 beta-androst-4-ene-3-one-17-carboxylic acid. The preparation method comprises that 4-androstenedione (called as 4AD for short) as a raw material andtriethyl orthoformate undergo a reaction in an organic solvent under acid catalysis, the reaction product is after-treated to form an etherate, the etherate is dissolved in an organic solvent and undergoes a reaction with trimethylsulfonium iodide under strong base catalysis, the product is after-treated to form an epoxide, the epoxide is dissolved in an organic solvent and then is subjected to rearrangement under acid catalysis to form an aldehyde, and aldehyde is dissolved in an organic solvent and undergoes a catalytic oxidation reaction with hydrogen peroxide acid to produce 17 beta-androst-4-ene-3-one-17-carboxylic acid. The 17 beta-androst-4-ene-3-one-17-carboxylic acid has a melting point of 244-246 DEG C, HPLC content of 99.0% or more and a reaction weight total yield of 70-72%. Compared with the traditional method, the preparation method utilizes cheap and easily available raw materials, has simple and environmental friendly processes and a high synthesis yield, produces highquality products, reduces a cost by 30-40% and is conducive to industrial production.
PROCESS FOR PREPARATION OF TESTOSTERONE
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Page/Page column 6, (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 acetate synthesis method
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Paragraph 0054; 0055; 0056; 0057, (2017/08/31)
The invention relates to a synthesis method of abiraterone acetate. According to the synthesis method of the abiraterone acetate, a compound 1 is taken as a revelator, and the abiraterone acetate is prepared through steps such as esterification, Grignard reagent reaction, dehydration, acylation, reduction, acetylation and the like.
A preparation method of male nandrolone (by machine translation)
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Paragraph 0012; 0016; 0020, (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)
