作者:H. Hikino、K. Mohri、Y. Hikino、S. Arihara、T. Takemoto、H. Mori、K. Shibata
DOI:10.1016/0040-4020(76)80160-3
日期:1976.1
Inokosterone, a phytoecdysone isolated from Achyranthes fauriei (Amaranthaceae), has been partially acetylated to give the 2,26-diacetate (4) which has been converted into methyl 5 - acetoxy - 4 - methylpentanoate (7), showing no apparent [α]D, and 2β - acetoxy - 3β,14α - dihydroxy - 5β - pregn - 7 - ene - 6,20 - dione (8). Chemical and physiochemical studies have shown the configurations at C-20 and
从牛膝(Achyranthes fauriei)(A菜科)中分离出来的植物蜕皮激素Inokosterone已部分乙酰化,得到2,26-二乙酸酯(4),该酯已转化为5-乙酰氧基-4-甲基戊酸甲酯(7),没有明显的[α]。D和2β-乙酰氧基-3β,14α-二羟基-5β-pregn-7-烯-6,20-二酮(8)。化学和物理的研究在C-20和C-22已示出的配置是- [R。因此,已将Inokosterone推定为(25 R,22 R)-2β,3β,14α,20,22,26-六羟基-5β-胆甾-7-en-6-1(1的C-25差向异构体的混合物)。合成模型化合物后,已通过(20 R)-合成了(20 R,22 R)-3β,20,22,26-四羟基-5α-胆甾烷(23)和inokosterone的C-25异构体混合物。通过Grignard反应与4-(四氢呋喃-2-酰氧基)-3-甲基丁炔基溴化镁进行格氏反应