[EN] IMPROVED PROCESS FOR PREPARING 2-[(2E)-2-FLUORO-2-(3-PIPERIDINYLIDENE)ETHYL]-1H-ISOINDOLE-1,3(2H)-DIONE [FR] PROCÉDÉ AMÉLIORÉ DE PRÉPARATION DE 2-[(2E)-2-FLUORO-2- (3-PIPÉRIDINYLIDÈNE)ÉTHYL]-1H-ISOINDOLE-1,3(2H)-DIONE
[EN] IMPROVED PROCESS FOR PREPARING 2-[(2E)-2-FLUORO-2-(3-PIPERIDINYLIDENE)ETHYL]-1H-ISOINDOLE-1,3(2H)-DIONE<br/>[FR] PROCÉDÉ AMÉLIORÉ DE PRÉPARATION DE 2-[(2E)-2-FLUORO-2- (3-PIPÉRIDINYLIDÈNE)ÉTHYL]-1H-ISOINDOLE-1,3(2H)-DIONE
申请人:JANSSEN PHARMACEUTICA NV
公开号:WO2013045599A1
公开(公告)日:2013-04-04
The present invention relates to an improved process for preparing 2-[(2E)-2-fluoro-2-(3-piperidinylidene)ethyl]-1H-isoindole-1,3(2H)-dione, or a salt thereof, which is an intermediate in the synthesis route of the antibacterial compound 7-[(3E)-3-(2-amino-1- fluoroethylidene)-1-piperidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxo 3-quinolinecarboxylic acid.
A diastereoselective Mannich-type reaction of α-fluorinated carboxylate esters: synthesis of β-amino acids containing α-quaternary fluorinated carbon centers
作者:Xiang Li、Ya Li、Huaqi Shang
DOI:10.1039/c6ob01084a
日期:——
We report a diastereoselective Mannich-type reaction of α-alkyl, α-aryl, and α-vinyl fluoroacetates with N-tert-butylsulfinyl imines. This method provides a powerful means to access a broad range of highly functionalized β-amino acids containing α-fluorinated quaternarystereogenic carbon centers. We also show that the stereochemical outcome of the present reaction is highly dependent on the steric