Biosynthesis of terpenes and steroids. Part V. The synthesis of ergosta-5,7,22,24(28)-tetraen-3β-ol, a biosynthetic precursor of ergosterol
Biosynthesis of terpenes and steroids. Part V. The synthesis of ergosta-5,7,22,24(28)-tetraen-3β-ol, a biosynthetic precursor of ergosterol
复制标题
萜烯和类固醇的生物合成。第五部分。麦角甾醇生物合成前体麦角甾-5,7,22,24(28)-四烯-3β-醇的合成。
DOI：
--
复制
发表时间：
1971
期刊：
影响因子：
--
通讯作者：
D. Widdowson
中科院分区：
文献类型：
--
作者：
D. Barton;T. Shioiri*;D. Widdowson
麦角甾醇与4-苯基-1，2，4-三唑啉-3，5-二酮的Diels-Alder加合物用氢化铝锂还原，高产率地再转化为麦角甾醇。该加合物已用于麦角甾-5，7，22，24（28）-四烯-3 β-醇的合成。使用放射性中间体的麦角甾-5，7，22，24（28）-四烯-3 β-醇的类似合成使得该化合物在酵母中麦角甾醇生物合成中的中间性得以证明。
The Diels–Alder adduct between ergosterol and 4-phenyl-1,2,4-triazolin-3,5-dione is reconverted into ergosterol in high yield by reduction with lithium aluminium hydride. The adduct has been used in a synthesis of ergosta-5,7,22,24(28)-tetraen-3β-ol. An analogous synthesis of ergosta-5,7,22,24(28)-tetraen-3β-ol using radioactive intermediates enabled the intermediacy of this compound in ergosterol biosynthesis in yeast to be demonstrated.