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ChemicalBook CAS DataBase List Desoxycorticosterone
64-85-7

Desoxycorticosterone synthesis

6synthesis methods
Desoxycorticosterone, 21-hydroxypregn-4-en-3,20-dione acetate (27.2.6), is synthesized in a number of ways, the easiest of which being iodination of progesterone at C21 in the methyl group, and subsequent reaction of the resulting iodo-derivative 27.2.5 with potassium acetate, which leads to formation of the desired desoxycorticosterone in the form of the acetate (27.2.6) .

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Yield:64-85-7 91.9%

Reaction Conditions:

with formic acid in isopropyl alcohol at 76 - 80;Inert atmosphere;

Steps:

7 Selective reduction of 21-hydroxy-6-dehydroprogesterone to 21-hydroxyprogesterone
1] Add 328.5g of 21-hydroxy-6-dehydroprogesterone, 3500ml of isopropanol, 130.0g of Raney nickel, 140.0g of formic acid to a 5L reaction kettle, and protect with nitrogen, and heat to reflux (76-80 ° C) with stirring;2] Reaction at reflux (temperature 76 ~ 80 ° C) for 8 hours;3] When the reaction is completed, stop heating and filter off the catalyst while hot;4The filtrate is heated, and the solvent is distilled under normal pressure;5] Distill off 2950ml of solvent and add 1900ml of purified water;6] The temperature was lowered to 5-20 ° C, suction-filtered, washed twice with 900 ml of purified water, and dried to obtain 303.7 g of 21-hydroxyprogesterone crystals in a yield of 91.9%.

References:

Shanxi Han River Pharmaceutical Group Co., Ltd.;Zhang Jia;Chen Zhi;Hu Haijun CN104530166, 2016, B Location in patent:Paragraph 0082-0089

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