24284-84-2Relevant articles and documents
METHOD FOR SYNTHESIS OF DIENOGEST FROM ESTRONE-3-METHYLETHER
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Page/Page column 3, (2010/12/29)
A method for the synthesis of dienogest from 3-methoxy-estra-1,3,5-trien-17-one includes the steps of a) reacting 3-methoxy-estra-1,3,5-trien-17-one with alcohol in the presence of an acid in an organic solvent to form 3-methoxy-17,17-dialkoxy-estra-1,3,5
MICROBIAL TRANSFORMATION OF 17α-CYANOMETHYL-17-HYDROXY-4,9-ESTRADIEN-3-ONE (STS 557) AND 17α-CYANOMETHYL-19-NORTESTOSTERONE BY MYCOBACTERIUM SMEGMATIS
Hobe, G.,Schoen, R.,Hoerhold, C.,Huebner, M.,Schade, W.,Schubert, K.
, p. 399 - 410 (2007/10/02)
Microbial transformation of the new progestagen STS 557 (17α-cyanomethyl-17-hydroxy-4,9-estradien-3-one) by Mycobacterium smegmatis yielded predominantly ring A-aromatized compounds. 17α-cyanomethyl-1,3,5(10),9(11)-estratetraene-3,17-diol, 17α-cyanomethyl-1,3,5(10)-estratriene-3,17-diol and the corresponding 3-methyl ethers.The analogous compound without the 9(10) double bound, 17α-cyanomethyl-19-nortestosterone, was transformed mainly to 5α-hydrogenated metabolites: 17α-cyanomethyl-17-hydroxy-5α-estran-3-one, 17α-cyanomethyl-17-hydroxy-5α-1-estren-3-one, 17α-cyanomethyl-5α-estrane-3α,17-diol, and 17α-cyanomethyl-5α-estrane- 3β,17-diol.From these results, it is concluded that 4,9-dien-3-oxo compounds are not substrates for enzymatic 5α-hydrogenation.