601-01-4Relevant articles and documents
A convenient synthesis of the side chain of loteprednol etabonate - An ocular soft corticosteroid from 20-oxopregnanes using metal-mediated halogenation as a key reaction
Chowdhury, Pritish,Borah, Juri Moni,Goswami, Papori,Das, Archana Moni
experimental part, p. 497 - 501 (2011/05/09)
A facile synthesis of the side chain of loteprednol etabonate, namely, chloromethyl-17α-[(ethoxycarbonyl))oxy]-11β-hydro of loteprednol etabonate, viz., chloromethyl-17α-[(ethoxycarbonyl))oxy]-11xy-3- oxoandrosta-1,4-diene-17β-carboxylate - an ocular soft corticosteroid, has been described starting from a 20-oxopregnane, namely, 3β-acetoxy-pregn- 5(6),16(17)-diene-20-one (16-dehydropregnenolone acetate, i.e., 16-DPA) using our recently developed metal-mediated halogenation as a key reaction.
Biotransformation of corticosteroids by Penicillium decumbens ATCC 10436
Holland, Herbert L.
, p. 646 - 649 (2007/10/02)
The biotransformation of a series of corticosteroids by the fungus Penicillium decumbens ATCC 10436 has been investigated. Conversion to the corresponding 5α-dihydroxteroid was observed for all the Δ4-3-ketosteroids studied with the exception of deoxycorticosterone, which was converted to a Δ14-diene. Deoxycorticosterone acetate was, however, converted to a 5α- dihydro product concomitant with ester hydrolysis. Other substrates carrying a C-21 acetoxy group were also hydrolyzed to the alcohol. In two cases (resulting from deoxycorticosterone acetate and 11-deoxycortisone) the 5α- 3-keto-product was further reduced to the 3β-alcohol. No reduction of δ14-dienes was observed.
Chemical conversion of corticosteroids to 3α,5α-tetrahydro derivatives. Synthesis of allotetrahydro-11-deoxycortisol glucuronides
Hosoda,Takasaki,Miura,et al.
, p. 4281 - 4287 (2007/10/02)
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