TY - JOUR
T1 - 18,21-Anhydroaldosterone and derivatives
AU - Harnik, M.
AU - Kashman, Y.
AU - Cojocaru, M.
AU - Lewicka, S.
AU - Vecsei, P.
PY - 1989/7
Y1 - 1989/7
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=0024438664&partnerID=8YFLogxK
U2 - 10.1016/0039-128X(89)90072-X
DO - 10.1016/0039-128X(89)90072-X
M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???
AN - SCOPUS:0024438664
SN - 0039-128X
VL - 54
SP - 11
EP - 19
JO - Steroids
JF - Steroids
IS - 1
ER -