以外消旋6,10,14-三甲基十五烷-2-醇（米蛾的一种信息素）和5,9,13-三甲基十四烷酸（一种海洋海绵的成分）为原料，从一种常见中间体合成它们。
Synthesis of racemic 6,10,14-trimethylpentadecan-2-ol, a pheromone of rice moth and 5,9,13-trimethyltetradecanoic acid, a component of marine sponge from a common intermediate.
作者信息
Rane S S, Chadha M S, Mamdapur V R
机构信息
Bioorganic Division, Bhabha Atomic Research Centre, Bombay, India.
出版信息
Bioorg Med Chem. 1993 Dec;1(6):399-401. doi: 10.1016/s0968-0896(00)82149-5.
A facile synthesis of dl-6,10,14-trimethylpentadecan-2-ol (1) a pheromone component of rice moth, Corcyra cephalonica Stainton and 5,9,13-trimethyltetradecanoic acid (2) a component of marine sponge, Cinachyrella alloclada Uliczka, using a common, intermediate, hexahydrofarnesol is accomplished. The salient features for 1 are: Grignard coupling of 5 with allylmagnesium bromide and oxymercuration-demercuration whereas for 2 they are: Knoevenagel condensation and subsequent hydrogenation.
利用一种常见的中间体六氢金合欢醇，实现了稻螟（Corcyra cephalonica Stainton）性信息素成分dl-6,10,14-三甲基十五烷-2-醇（1）和海洋海绵Cinachyrella alloclada Uliczka的成分5,9,13-三甲基十四烷酸（2）的简便合成。化合物1的显著特征为：5与烯丙基溴化镁的格氏偶联反应以及羟汞化-脱汞反应；而化合物2的显著特征为：克诺文纳格尔缩合反应及后续的氢化反应。
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