Studies on Digitalis Glycosides. XXXII. Condensation of 17β-(3-Furyl)-5β, 14β-androstane-3β, 14, 16β-triol with Carbonyl Compounds

Studies on Digitalis Glycosides. XXXII. Condensation of 17β-(3-Furyl)-5β, 14β-androstane-3β, 14, 16β-triol with Carbonyl Compounds
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17β-(3-呋喃基)-5β, 14β-雄甾烷-3β, 14, 16β-三醇与羰基化合物的缩合研究。

DOI:
10.1248/cpb.18.1239
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发表时间:
1970
期刊:
影响因子:
--
通讯作者:
K. Aoyama
K. Aoyama
中科院分区:
--
文献类型:
--
作者:
D. Satoh;K. Aoyama

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17β-(3-呋喃基)-5β,14β-雄甾烷-3 β,14,16β-三醇(Ⅲ)在无水硫酸铜或酸存在下与羰基化合物发生缩合反应,生成6 ′-取代-6 ′ H-5 β,14β-雄甾烷并[16,17- 2 ′,3 ′]呋喃并[3 ″,2 ″-4 ′,5 ′]吡喃-3 β,14-二醇(IV,IV',IX,X).通过光谱数据和化学转化确定了产物的结构。
A novel condensation reaction was found to take place between 17β-(3-furyl)-5β, 14β-androstane-3β, 14, 16β-triol (III) and carbonyl compounds in the presence of anhydrous cuppric sulfate or acid to afford 6'-substituted-6'H-5β, 14β-androstano [16, 17-2', 3'] furo [3'', 2''-4', 5'] pyran-3β, 14-diol (IV, IV', IX, X). The structures of these products were elucidated by their spectral data and chemical transformations.