D-哌啶-2-甲酸置于n-甲基吗啉,盐酸,三乙胺,氯甲酸异丁酯体系中,用 二氯甲烷,水,丙酮 用作溶剂,化学反应生成N-去丙基(R)-罗哌卡因
参考文献:Synthesis Of 2-Piperidinecarboxylic Acid Derivatives As Potential Anticonvulsants
标题:Synthesis Of 2-Piperidinecarboxylic Acid Derivatives As Potential Anticonvulsants
摘要:A Variety Of 2-Piperidinecarboxamides Were Synthesized And Evaluated For Anticonvulsant Activity Using The Mes And Sc Ptz Tests In Mice And Rats. Neurotoxicity Was Determined By The Rotorod Test. Several N-(Benzyl)-2-Piperidinecarboxamides Exhibited Potent Mes Activity In Mice [2-Cf3 14,Ed50 = 29 Mg/kg; 3-F 16,Ed50 = 31 Mg/kg; And 3-Cf3 17,Ed50 = 24 Mg/kg]. The Most Active Compounds In The Mes Test In Mice Were The 2,6-Dimethylanilides [(R,S)-34,Ed50 = 5.8 Mg/kg; (R)-35,Ed50 = 5.7 Mg/kg; And (S)-36,Ed50 = 14.8 Mg/kg]. The Enantiomer (S)-36 Was About Two-Fold Less Potent In The Mes Test Than (R)-35 And Also Was Less Neurotoxic. Acylation Of The Piperidine Ring Nitrogen Of 12 And 34 Led To A Decrease In The Mes Activity. In The N-(Alpha-Methylbenzyl)-2-Piperidine-Carboxamides,The Stereochemistry At Either The 2-Position Of The Piperidine Ring Or At The Alpha-Position Of The N-(Alpha-Methylbenzyl) Group Does Not Significantly Affect Mes Activity. (C) Elsevier,Paris.
Doi:10.1016/s0223-5234(99)80072-5