Steroids p. 11 - 20 (1989)
Update date:2022-08-10
Topics:
Harnik, M.
Kashman, Y.
Cojocaru, M.
Lewicka, S.
Vecsei, P.
18,21-Anhydroaldosterone 8, 18,21-anhydro-19-noraldosterone 9, and 3α,5β-tetrahydro-18,21-anhydro-19-noraldosterone 13, which may be present in acid-processed urine, were prepared by cleaving their 20-ketal derivatives 2, 3, and 12 with hot mineral acid.Compounds 8 and 9 were also made by direct dehydration of aldosterone 5 and 19-noraldosterone 10 in good yield.The reverse ring opening of 8 to 5 could be carried out in moderate yield with an acetic acid-acetic anhydride-perchloric acid mixture, while an analogous ring opening of 9 gave only a poor yield of 10.
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