化学研究
化學研究
화학연구
CHEMICAL RESEARCHES
2013年
4期
416-419
,共4页
孙默然%周航%曹其伟%高凯歌%杨华
孫默然%週航%曹其偉%高凱歌%楊華
손묵연%주항%조기위%고개가%양화
三尖杉酯碱%侧链酸%不对称合成%结构表征
三尖杉酯堿%側鏈痠%不對稱閤成%結構錶徵
삼첨삼지감%측련산%불대칭합성%결구표정
harringtonine%side-chain acid%asymmetric synthesis%structural characterization
以N-Boc苏氨醛为起始原料,经Wittig、Meisenheimer重排和催化氢化系列反应,不对称合成了天然产物三尖杉酯碱的侧链酸,中间体及目标产物结构经核磁共振(1 H NMR、13 C NMR)、红外光谱和质谱表征。结果表明,所用合成方法具有产率高、反应条件温和、操作简单等优点;目标化合物的总收率达30%。
以N-Boc囌氨醛為起始原料,經Wittig、Meisenheimer重排和催化氫化繫列反應,不對稱閤成瞭天然產物三尖杉酯堿的側鏈痠,中間體及目標產物結構經覈磁共振(1 H NMR、13 C NMR)、紅外光譜和質譜錶徵。結果錶明,所用閤成方法具有產率高、反應條件溫和、操作簡單等優點;目標化閤物的總收率達30%。
이N-Boc소안철위기시원료,경Wittig、Meisenheimer중배화최화경화계렬반응,불대칭합성료천연산물삼첨삼지감적측련산,중간체급목표산물결구경핵자공진(1 H NMR、13 C NMR)、홍외광보화질보표정。결과표명,소용합성방법구유산솔고、반응조건온화、조작간단등우점;목표화합물적총수솔체30%。
Asymmetric synthesis of harringtonine side-chain acid was accomplished by a se-quence of Wittig and Meisenheimer rearrangements plus catalytic hydrogenation reaction in the presence of N-Boc amino aldehyde as the starting material .The structure of the intermediates and as-synthesized target product was characterized by means of nuclear magnetic resonance spectrometry (1 H NMR and 13 C NMR) ,infrared spectrometry and mass spectrometry .Results indicate that the methods adopted have the advantages of high yield ,mild reaction condition , and simple operation ,and the overall yield of target compound is as much as 30% .