发明名称 Resolution of 3-benzoylthio-2-methyl-propanoic acid with (+)-dehydroabietylamine
摘要 Disclosed herein is a process for the preparation of optically active compounds of the formula: <IMAGE> I in which R is a lower alkyl, lower alkoxy, benzyloxy, phenyl, o-nitrophenyl, p-nitrophenyl, or p-tolyl group, or salts or esters thereof, which process comprises the following steps: (a) starting with a racemic mixture of the compound of Formula I in which R is phenyl, namely, (+)-3-benzoylthio-2-methylpropanoic acid; (b) adding thereto 0.40-0.60 moles of (+)-dehydroabietylamine per mole of (+)-3-benzoylthio-2-methyl-propanoic acid as the resolving agent, in the presence of an aliphatic carboxylic acid lower alkyl ester as the resolution solvent; (c) crystallizing out and isolating the (-)-3-benzoylthio-2-methylpropanoic acid, (+)-dehydroabietylamine salt, which is dextrorotary; (d) if necessary, recrystallizing said dextrorotary salt to further purify it; (e) hydrolyzing the resulting dextrorotary salt with a base to separate the (+)-dehydroabietylamine resolving agent from the (-)-3-benzoylthio-2-methyl propanoate; (f) hydrolyzing the (-)-3-benzoylthio-2-methyl-propanoate with an acid to form the acid thereof; (g) optionally, converting the phenyl group of the resulting (-)-3-benzoylthio-2-methyl-propanoic acid to one of the other R groups of Formula I.
申请公布号 US4559178(A) 申请公布日期 1985.12.17
申请号 US19820367126 申请日期 1982.04.09
申请人 AMERICAN HOME PRODUCTS CORPORATION 发明人 BUZBY, JR., GEORGE C.;SCHOUTEN, HENRY G.
分类号 A47K13/16;(IPC1-7):C07C153/07 主分类号 A47K13/16
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