首页>
外国专利>
PROCESS FOR THE ENANTIOSELECTION SYNTHESIS OF ALKYLATED OXYNDOLES USED AS INTERMEDIATES IN THE PREPARATION OF PHYSOSTIGMINE
PROCESS FOR THE ENANTIOSELECTION SYNTHESIS OF ALKYLATED OXYNDOLES USED AS INTERMEDIATES IN THE PREPARATION OF PHYSOSTIGMINE
展开▼
机译:制备苦豆碱中用作中间体的烷基化氧对映体的合成方法
展开▼
页面导航
摘要
著录项
相似文献
摘要
A process for the stereoselective synthesis of [R]- and [S]-2,3-dihydro-1,3-dimethyl-2-oxo-1H-indole-3-acetonitriles comprises reacting racemic and 5-alkoxy-substituted (+/-)-1,3-dimethyloxindoles with a halogenated acetonitrile in the presence of a substituted N-benzyl cinchoninium, quinidinium, cinchonidinium, or quininium catalyst. The resulting alkylated oxindoles can be converted to primary amines by catalytic reduction in the presence of hydrogen gas. One of the primary amines, such as enantiomers of 3-(2-aminoethyl)-1,3-dihydro-1,3-dimethyl-5-methoxy-2H-indol-2-one, can be enriched by contact with a chiral tartaric acid in an amount sufficient to preferentially precipitate a salt of the chiral acid and one of the enantiomers. The product can be used in the synthesis of stereospecific forms of physostigmine and related compounds having pharmaceutical activity.
展开▼