Wang Ping
2009
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Journal
The Chemical Engineer
Abstract
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 chiral 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 endocyclic amide bond regioselectively. The calcium precipitation was introduced to purify the target product. The good experimental result was obtained.