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SYNTHESE VON R-(+)-ALPHA-LIPONSÄURE

机译:R-(+)-硫辛酸的合成

摘要

Process for the synthesis of R(+)alpha-lipoic acid comprising the following stages: a) Salifying of racemic 6,8-halo-octanoic acid with S(-)alpha-methylbenzylamine; b) separation by filtration of the crystallized diastereoisomeric salt of R(+)6,8-di-halo-octanoic acid-S(-)alpha-methylbenzylamine; c) purification by re-crystallization of the diastereoisomeric salt of R(+)6,8-di-halo-octanoic acid-S(-)alpha-methylbenzylamine; (d) separation of the diastereoisomeric salt to obtain R(+)6,8-di-halo-octanoic acid by reation of said salt with strong mineral acids in an aqueous solution with a dilution between 2 and 10% by weight; e) esterification of R(+)6,8-di-halo-octanoic acid to obtain the corresponding alkyl ester; f) reaction of the alkyl ester of R(+)6,8-di-halo-octanoic acid in an organic solvent with an aqueous solution of alkali disulfide in presence of a compound for phase transfer catalysis; g) hydolysis of the ester of R(+)alpha-lipoic acid.
机译:R(+)α-硫辛酸的合成方法包括以下步骤:a)用S(-)α-甲基苄胺盐化外消旋6,8-卤代辛酸; b)通过过滤分离结晶的R(+)6,8-二卤代辛酸-S(-)α-甲基苄胺的非对映异构盐; c)通过重结晶R(+)6,8-二卤代辛酸-S(-)α-甲基苄胺的非对映异构盐纯化; (d)分离非对映异构体盐以获得R(+)6,8-二卤代辛酸,方法是将所述盐与强无机酸在水溶液中以2-10重量%的稀释度反应。 e)将R(+)6,8-二卤代辛酸酯化以获得相应的烷基酯; f)在相转移催化的化合物存在下,R(+)6,8-二卤辛酸的烷基酯在有机溶剂中与碱二硫化物的水溶液反应; g)R(+)α-硫辛酸的酯的水解。

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