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    • 31. 发明授权
    • Separation of diastereomers of cyclopropanecarboxylic acid esters
    • 环丙烷羧酸酯的非对映异构体的分离
    • US4853477A
    • 1989-08-01
    • US87574
    • 1987-08-20
    • Rainer FuchsWilhelm Stendel
    • Rainer FuchsWilhelm Stendel
    • C07C69/747A01N53/00A01N53/08C07B57/00C07C51/487C07C67/00C07C67/60C07C253/00C07C255/39
    • C07C51/487A01N53/00
    • A process for the separation of mutually diastereomeric forms of a cyclopropanecarboxylic acid ester of the formula ##STR1## in which R.sup.1 represents hydrogen or halogen,R.sup.2 represents hydrogen or halogen,R.sup.4 represents hydrogen, Cn, --C.dbd.CH or CH.sub.3,R.sup.5 represents hydrogen or halogen, andR.sup.6 represents hydrogen or halogen,comprising reacting such ester in a first stage with about half or an equal molar amount of a second compound of the formula ##STR2## in which R.sup.7, R.sup.8 and R.sup.9 represent hydrogen or methyl, or, together with the C atom to which they are bound and with the adjacent C atoms of the basic structure form a fused 6-membered ring,R.sup.10 represents hydrogen, methyl, ethyl, halogen, amino, methylamino or dimethylamino, andR.sup.11 represents hydrogen, methyl or ethyl,to form complexes and in a second stage allowing the less soluble complex of one part of the diastereomers to crystallize out in the presence of a solvent selected from the group consisting of a lower aliphatic alcohol or aliphatic or cyclic hydrocarbon, and separating off the crystallized complex from the still dissolved material. The first stage complexes are new and the resulting purified enantiomeric mixture is also new.
    • 分离相互非对映异构形式的式“IMAGE”的环丙烷羧酸酯的方法,其中R 1表示氢或卤素,R 2表示氢或卤素,R 4表示氢,C n,-C = CH或CH 3,R 5表示氢 或卤素,并且R 6表示氢或卤素,包括使第一阶段中的这种酯与大约一半或等摩尔量的第二化学式为“IMAGE”的化合物反应,其中R 7,R 8和R 9表示氢或甲基, 与其结合的C原子一起与碱性结构的相邻C原子一起形成稠合的6元环,R 10表示氢,甲基,乙基,卤素,氨基,甲基氨基或二甲基氨基,R 11表示氢,甲基 或乙基,以形成复合物,并且在第二阶段中,使得一部分非对映异构体的较低溶解度的络合物在选自下列的溶剂的存在下结晶:低级脂族醇或脂族醇 从而将结晶的络合物与仍溶解的物质分离出来。 第一阶段复合物是新的,并且所得到的纯化的对映异构体混合物也是新的。