3-Oxo-4-aza-5α-androst-1-ene-17β-carboxylic acid

In a 250 mL three-necked flask, add 120 ml of methanol and 15 g of 4-Aza-5-androst-1-en-3-one-17beta-carboxylic acid. Stir dry HCl gas at room temperature. After 14 hours of reaction, the reaction was completed by TLC. Evaporate the solvent under reduced pressure. Add 150 mL of dichloromethane to dissolve the product, wash it with 10% sodium hydroxide solution 30 mL×3, wash with water 30 mL×3, dry with anhydrous sodium sulfate. Concentrated under reduced pressure 4-aza-5-androst-1-en-3-one-17beta-carboxylic acid methyl ester 13.9 g, The yield was 89.35%.a) a compound of formula II F10 acid 80g, Acetic acid 27.3g dissolved in toluene, Heated to reflux, separated with a water separatorThe resulting water was refluxed for 3 hours, and the solid precipitated during the reaction. After the reaction was completed, the mixture was cooled to 10 to 20 C and filtered to obtain a filter cake and dried to obtain 99.8 g of the compound of the formula VI.a) 80 g of the compound of the formula II F10 and 30.2 g of 2-methylpropionic acid were dissolved in toluene, Heated to reflux, with the water separator separation reaction generated by the water, reflux reaction 4h, During the reaction, the solid precipitates, after the reaction is completed, is cooled to 10-20 C, filtered to obtain a filter cake, Dried to give 103 g of the compound of formula VIa) 80 g of the compound of the formula II F10 and 30.2 g of butyric acid were dissolved in toluene, heated to reflux, and the reaction was separated by a separatorThe resulting water, reflux reaction 4h, During the reaction, the solid precipitates. After the reaction, the mixture is cooled to 10 to 20 C and filtered to obtain a filterThe cake was dried to give 104 g of the compound of formula VI.a) a compound of formula II F10 acid 80g, Propionic acid 28g dissolved in toluene, heated to reflux, with the water separator separation reaction generated by the water, Reflux reaction 3h, During the reaction, the solid precipitate. After the reaction, the mixture is cooled to 5-10 C and filtered to obtain a filter cake and dried to obtain 105 g of the compound of the formula VI.

A novel intermediate in the synthesis of Finasteride and Dutasteride, a 5α-reductase inhibitors used for treatment of benign prostatic hyperplasia acne, seborrhea, female hirsutism, prostatitis, and prostatic carcinoma and other hyperandrogenetic related disorders.

Molecular Weight:317.4
XLogP3:2.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:317.19909372
Monoisotopic Mass:317.19909372
Topological Polar Surface Area:66.4
Heavy Atom Count:23
Complexity:585
Defined Atom Stereocenter Count:7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes