Preparation of fluorinated methylaminoalkanoic acids, process intermediates and their preparation
申请人:MERRELL TORAUDE ET COMPAGNIE
公开号:EP0025370A2
公开(公告)日:1981-03-18
Fluorinated alkenylamines of the Formula V
Formula V wherein n represents 0, 1, or 3; R1 represents hydrogen or C1-C10 alkyl and Y represents (a), when n represents 0, CH2F, (b), when n represents 1, CH2F or CHF2, or (c) when n represents 2 or 3, CH2F, CHF2 or CF3 are novel process intermediates. They are obtained by hydrolysis and subsequent reduction of the corresponding alkenyl fluorinated methyl ketimine magnesium halides, which are novel compounds resulting from reaction of the corresponding alkenyl magnesium halides with the corresponding fluorinated acetonitriles. The fluorinated alkenylamines of Formula V are oxidized whilst the amino group is protected to provide, after removal of the amine protecting group, the corresponding fluorinated methyl aminoalkanoic acids which are useful pharmacological or antibacterial agents.
式 V 的氟化烯胺
式 V 其中 n 代表 0、1 或 3;R1 代表氢或 C1-C10 烷基,Y 代表(a)(当 n 代表 0 时)CH2F,(b)(当 n 代表 1 时)CH2F 或 CHF2,或(c)(当 n 代表 2 或 3 时)CH2F、CHF2 或 CF3 是新型工艺中间体。它们是通过水解和还原相应的烯基氟化甲基酮亚胺卤化镁而得到的,后者是相应的烯基卤化镁与相应的氟化乙腈反应生成的新型化合物。式 V 的氟化烯基胺在氨基被保护的同时被氧化,在去除胺保护基后,可得到相应的氟化甲基氨基烷酸,这种酸是有用的药剂或抗菌剂。