ChemicalBook CAS DataBase List Methyl 3-oxo-4-androstene-17beta-carboxylate

Methyl 3-oxo-4-androstene-17beta-carboxylate synthesis

7synthesis methods

Product Name:Methyl 3-oxo-4-androstene-17beta-carboxylate
CAS Number:2681-55-2
Molecular formula:C21H30O3
Molecular Weight:330.47

Androst-4-ene-17-carboxaldehyde, 3-oxo-, (17β)-

6247-91-2
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Methyl 3-oxo-4-androstene-17beta-carboxylate

2681-55-2
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Yield:2681-55-2 93%

Reaction Conditions:

with tert.-butylhydroperoxide;potassium iodide in methanol at 20; for 6.5 h;Reflux;Reagent/catalyst;

Steps:

3; 6 Synthesis of androsten-4-en-3one-17β-carboxylic acid methyl ester (1)
To the reaction flask was added 30 g (0.1 mol) of androst-4-en-3one-17β-formaldehyde. 300 ml of anhydrous methanol and 1.66 g (10 mmol) of potassium iodide. Control the temperature at 20 ° C, dropwise addition of 27 g (0.3 mol) of t-butoxide peroxide, After about 30 minutes, the reaction was refluxed for 6 hours, and the reaction was completed by TLC. The reaction was terminated by adding 27.7 g (0.22 mol) of sodium sulfite (dissolved in 100 ml of water). Concentrate under reduced pressure and add 200 ml of water. Stir at room temperature for 2 hours, filter, Drying at 60 ° C gave 30.75 g (0.093 mol) of a white solid, yield: 93%.

References:

Hunan Yuxin Pharmaceutical Co., Ltd.;Liu Hong;Zhou Kailan;Shen Yuliang;Cao Chunyu;Wang Li;Peng Zhengzhong CN109467584, 2019, A Location in patent:Paragraph 0013; 0036; 0037; 0038; 0045; 0046; 0047

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