ChemicalBook CAS DataBase List Testosterone

Testosterone synthesis

11synthesis methods

Product Name:Testosterone
CAS Number:58-22-0
Molecular formula:C19H28O2
Molecular Weight:288.43

Testosterone is synthesized by testosterone synthetic enzymes, which are stimulated by luteinizing hormone (LH). Testosterone can also be converted to estradiol via the aromatase.

Androst-4-en-3-one, 17-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (17β)-

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58-22-0
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Yield:58-22-0 100%

Reaction Conditions:

with aniline-terephthalaldehyde resin p-toluenesulfonic acid salt in methanol at 20; for 32 h;

Steps:

General procedure for the deprotection of silyl ethers 1c-e, 6c-e, 7c-e, and 8c-e

General procedure: ATRT(25 mg) was added to a solution of silyl ether 1d (270 mg, 1.0 mmol) in dry CH₃OH (10 mL). The mixturewas stirred at room temperature for 1 h. The mixture was filtered and theprecipitate was washed with CH₃OH. The filtrate was evaporated underreduced pressure. The residue was purified by column chromatography withhexane-acetone (5 : 1) on silica gel to give 1a (186 mg, 100%).

References:

Tanemura, Kiyoshi;Suzuki, Tsuneo [Tetrahedron Letters,2013,vol. 54,# 49,p. 6740 - 6743] Location in patent:supporting information