4682-70-6Relevant articles and documents
Synthesis of 19-nordeoxycorticosterone 3-(O-carboxymethyl)-oxime
Fajkos,Joska
, p. 973 - 977 (1985)
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Synthesis of 19-norprogesterone and 19-nordeoxycorticosterone
Byon,Gut
, p. 4404 - 4406 (1980)
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A facile and enantioselective total synthesis of (+)-19-nordeoxycorticosterone
Nemoto,Satoh,Ando,Fukumoto
, p. 1001 - 1002 (2007/10/02)
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Process for the synthesis of the hydroxyacetyl side-chain of steroids of the pregnane type, novel 21-hydroxy-20-oxo-17α-pregnane compounds and pharmaceutical preparations containing them
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, (2008/06/13)
The present invention relates to a novel general process for synthesizing a α- or β-oriented hydroxyacetyl side chain of steroids of the pregnane type, which comprises treating a corresponding steroid carbaldehyde in succession with formaldehyde dimethylmercaptal-S-oxide in the form of an alkali metal salt thereof, and with a strongly acid hydrolysing agent.Preferred final products are compounds of the formula STR1 wherein n is 1 or 2, R 2 represents methyl or difluoromethyl, and R 1 represents hydroxymethyl, methoxymethyl, acetoxymethyl or hydrogen, and, if n is 2 and/or R 2 is difluoromethyl, R 1 also represents methyl. These compounds act as agonists or antagonists of natural steroid hormones. The antigestagenic 19,21-dihydroxy-17α-pregn-4-ene-3,20-dione and its 6,7-dehydro derivatives and diacetates are of particular interest.