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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
Authors:Chowdhury Pritish  Borah Juri Moni  Goswami Papori  Das Archana Moni
Affiliation:Natural Products Chemistry Division, North East Institute of Science & Technology, Jorhat 785 006, Assam, India
Abstract: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.
Keywords:Loteprednol etabonate   Soft corticosteroid   16-DPA   Metal mediated halogenation   Anti-inflammatory agents
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