ASYMMETRIC HYDROGENATION VS RESOLUTION IN THE SYNTHESIS OF POSICOR(R), A NEW-TYPE OF CALCIUM-ANTAGONIST

Authors
CRAMERI Y FORICHER J HENGARTNER U JENNY CJ KIENZLE F RAMUZ H SCALONE M SCHLAGETER M SCHMID R WANG SN
Citation
Y. Crameri et al., ASYMMETRIC HYDROGENATION VS RESOLUTION IN THE SYNTHESIS OF POSICOR(R), A NEW-TYPE OF CALCIUM-ANTAGONIST, Chimia, 51(6), 1997, pp. 303-305
Citations number
16
Categorie Soggetti
Chemistry
Journal title
Chimia → ACNP
ISSN journal
00094293
Volume
51
Issue
6
Year of publication
1997
Pages
303 - 305
Database
ISI
SICI code
0009-4293(1997)51:6<303:AHVRIT>2.0.ZU;2-0
Abstract
The pilot-plant-scale synthesis of (S)-2-(4-fluorophenyl)-3-methylbuta noic acid ((S)-5) by asymmetric hydrogenation of 2-(4-fluorophenyl)-3- methylbut-2-enoic acid (12) with the [Ru((R)-MeOBIPHEP)(OAc)(2)]-catal yst is described, The hydrogenation was performed in a continuous mode in a cascade stirred-tank reactor system at 270 bar pressure. The aci d (S)-5 is an important optically active intermediate in the synthesis of mibefradil (1), a new type of calcium antagonist.