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Photohydration of Testosterone and 4-androstene-3,17-dione in Aqueous Solution

Photohydration of Testosterone and 4-androstene-3,17-dione in Aqueous Solution

D G Cornell, E Avram, N Filipescu

Steroids. 1979 May;33(5):485-94.

PMID: 462494

Abstract:

Irradiation of testosterone, 4-androstene-3,17-dione, or their "half-molecule" 4,4a,5,6,7,8-hexahydro-4a-methyl-2(3H)-naphthalenone in dilute aqueous solutions with ultraviolet light of 254 nm wavelength caused rapid addition of water across the olefinic bond with formation of 5,17 beta-dihydroxy-5 alpha-androstan-3-one, 5-hydroxy-5 alpha-androstane-3-17-dione, and 9-hydroxy-10-methyl-2-decalone, respectively. Time-lapse spectrometry in the ultraviolet region showed that the photohydration of the androgenic steroids was extremely efficient and virtually free of the side reactions. Preparative photolytic reactions carried out in water-methanol solutions allowed isolation and characterization of photoproducts.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP327048862-A	Androstene-3,17-dione-2,3,4-13C3 solution		327048-86-2	Price
AP327048862-B	4-Androstene-3,17-dione-2,3,4-13C3 solution		327048-86-2	Price

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