TY - JOUR
T1 - Bufadienolides-19. 3β-acetoxy-15-oxo-5β,14β-bufa-8,20,22-trienolide
AU - Kamano, Y.
AU - Pettit, George
AU - Brown, P.
AU - Inoue, M.
PY - 1975
Y1 - 1975
N2 - Reaction of 3β - hydroxy - 14α,15α - epoxy - 5β - bufa - 20,22 - dienolide (1a) with 72% perchloric acid was found to yield 14β - artebufogenin (2a), 14α - artebufogenin (2b), 15α - hydroxy-bufalin (3a), and a new substance 3β,15ξ - dihydroxy - 5β,14ξ - bufa - 8,20,22 - trienolide (4a). Similar results were realized by antimony (III) chloride and an iron(III) chloride catalyzed ring opening of epoxide 1a. Selective acetylation of the new bufadienolide (4a) followed by oxidation completed a route to the title substance.
AB - Reaction of 3β - hydroxy - 14α,15α - epoxy - 5β - bufa - 20,22 - dienolide (1a) with 72% perchloric acid was found to yield 14β - artebufogenin (2a), 14α - artebufogenin (2b), 15α - hydroxy-bufalin (3a), and a new substance 3β,15ξ - dihydroxy - 5β,14ξ - bufa - 8,20,22 - trienolide (4a). Similar results were realized by antimony (III) chloride and an iron(III) chloride catalyzed ring opening of epoxide 1a. Selective acetylation of the new bufadienolide (4a) followed by oxidation completed a route to the title substance.
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U2 - 10.1016/0040-4020(75)80239-0
DO - 10.1016/0040-4020(75)80239-0
M3 - Article
AN - SCOPUS:0344799185
SN - 0040-4020
VL - 31
SP - 2359
EP - 2361
JO - Tetrahedron
JF - Tetrahedron
IS - 19
ER -