Premium
Synthesis and purification of betamethasone‐1,2,4− 3 H and betamethasone‐1,2,4− 3 H 17‐benzoate
Author(s) -
Merrill Edward J.,
Vernice Gerald G.
Publication year - 1971
Publication title -
journal of labelled compounds
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0022-2135
DOI - 10.1002/jlcr.2590070417
Subject(s) - betamethasone , hydrolysis , chemistry , chromatography , nuclear chemistry , organic chemistry , endocrinology , medicine
Betamethasone 21‐acetate was catalytically reduced with tritium. The crude product was oxidized with 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (DDQ) to betamethasone‐1,2,4− 3 H 21‐acetate. Hydrolysis gave betamethasone‐1,2,4− 3 H, which, when allowed to react with trimethylorthobenzoate, gave both betamethasone‐1,2,4− 3 H 17,21‐methylorthobenzoate and betamethasone‐1,2,4− 3 H 17,21‐orthobenzoate. Selective hydrolysis of the betamethasone‐1,2,4− 3 H methylorthobenzoate gave the desired betamethasone‐1,2,4− 3 H 17‐benzoate.