ChemicalBook CAS DataBase List Epiandrosterone

Epiandrosterone synthesis

6synthesis methods

Product Name:Epiandrosterone
CAS Number:481-29-8
Molecular formula:C19H30O2
Molecular Weight:290.45

Epiandrosterone is naturally produced by the enzyme 5α-reductase from the adrenal hormone DHEA. Epiandrosterone can also be produced from the natural steroids androstanediol via 17β-hydroxysteroid dehydrogenase or from androstanedione via 3β-hydroxysteroid dehydrogenase.

53-43-0 Synthesis

53-43-0
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$27.00/10g

481-29-8
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$39.00/5mg

Yield:481-29-8 100%

Reaction Conditions:

with palladium on activated charcoal;hydrogen in ethanol at 20; under 2068.65 Torr;Inert atmosphere;

Steps:

11 [00356] Preparation of Compound 10:

[00356] Preparation of Compound 10: A mixture of compound 1 (28.0 g, 0.097mol, 1.0 eq) and Pd/C (3.5 g) in ethanol (400 mL) was hydrogenated at room temperature overnight under 40 psi of hydrogen pressure. The suspension was filtered through a pad of celite and the pad was washed with ethanol (20 mL x 3). The combined filtrates were concentrated to dryness to give the product (28.0 g, 0.097 mol, 100%) as the white solid. 1H NMR (400 MHz, CDC13) δ 3.63-3.53 (m, 1H), 2.42 (dd, J=19.2, 8.4 Hz, 1H), 2.11-2.06 (m, 1H), 19.6-1.87 (m, 1H) , 1.83-1.09 (m, 18H) , 1.04-0.91 (m, 2H) , 0.85 (s, 3H) , 0.82 (s, 3H).

References:

WO2013/36835,2013,A1 Location in patent:Paragraph 00356