Steroids p. 37 - 53 (1983)
Update date:2022-08-05
Topics:
Kihara
Yoshioka
Kitatsuji
Hashimoto
Fullerton
Rohrer
Five cardioactive steroid genins 1a to 5a of widely varying C17 beta-side groups were converted by modified Koenigs-Knorr reactions into the corresponding beta-D-glucosides 1c to 5c and beta-D-galactosides 1e to 5e. The genins included digitoxigenin (3 beta, 14-dihydroxy-5 beta, 14 beta-card-20-(22)-enolide, 1a); (20R)-20, 22-dihydrodigitoxigenin (3 beta, 14-dihydroxy-5 beta, 14 beta, 20R-cardanolde, 2a); 3 beta, 14-dihydroxy-22-methylene-5 beta, 14 beta, 20S-cardanolide (3a); methyl 3 beta, 14-dihydroxy-5 beta, 14 beta-pregn-20(E)-ene-21-carboxylate (4a); and methyl 3 beta, 14-dihydroxy-21-methylene-5 beta, 14 beta-pregnane-21-carboxylate (5a).
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Doi:10.1039/jr9630001272
(1963)Doi:10.1016/S0040-4039(01)90557-X
(1981)Doi:10.1021/ja00336a034
(1984)Doi:10.1021/ja01220a028
(1945)Doi:10.1016/S0008-6215(00)84450-X
(1977)Doi:10.1039/b303441k
(2003)
