摘要
本文以异香草醛为原料经过5步反应合成了Aliskiren的一个重要中间体——(R)-2-[4-甲氧基-3-(3-甲氧基丙氧基)苄基]-3-甲基丁酸。醚化中采用超声波反应,缩短了反应时间,提高了产率。所需手性中心由(R)-3-异戊酰基-4-苄基-2-噁唑烷酮诱导产生,针对去除诱导剂时需断裂环外酰胺键,通常会先引起分子中的酯键断裂,因而很难将诱导剂断裂下来,实验采用氢过氧化锂(LiOOH)高选择性地断裂环外酰胺键,实验还选用钙盐沉淀法纯化目标产物,均取得良好的效果。
In this paper, the important intermediates of Aliskiren, （ R ） -2- （4-methoxy-3 - （ 3 -methoxypropoxy ） benzyl）-3-methylbutanoic acid was synthesized by five step reaction using the isovanillin as raw material. The ultrasonic reaction was applied to the etherification that reduced the reaction time and raised the yield. The chiral center was induced by the （R）-3-isovaleryl-4-benzyl-oxazolidin-2-one. As the removal of ehiral auxiliary , exocyclic amide bond was needed to break , it usually resulted in the ester bond breaking in the molecule, so it was very difficulty for breaking the chiral auxiliary. In the experiment the lithium hydroperoxide （LiOOH） was used to break the endocyelic amide bond regioselectively. The calcium precipitation was introduced to purify the target product. The good experimental result was obtained.
出处
《化学工程师》
CAS
2009年第3期11-13,共3页
Chemical Engineer
关键词
中间体合成
超声波反应
手性诱导剂
酰胺键断裂
钙盐沉淀法
intermediate
synthesis
ultrasonic reaction
chiral auxiliary
amido linkage break
calcium precipitation
