Process and intermediates for quinine,quinidine and derivatives thereof
Abstract
Abstract QUININE, QUINIDINE, THEIR ANTIPODES OR RACEMATES AND DERIVATIVES THEREOF, ARE PREPARED BY (A) CYCLIZING THE CORRESPONDINGLY SUBSTITUTED 4 - (3-(1-CHLORO-3(R)-ALKYL(OR ALKENYL) - 4(R)-PIPERIDYL)-1-OXOPROPYL)QUINOLINES, ANTIPODES OR RACEMATES THEREOF, TO THE CORRESPONDING 4-(5-(R)ALKYL(OR ALKENYL)-4(S)-QUINUCLIDIN-2(S) OR 2 (R)-YLCARBONYL)QUINOLINES, ANTIPODES OR RACEMATES THEREOF, AND (B) STEREOSELECTIVELY REDUCING THE PRODUCTS OF STEP (A) TO A(S)-(5(R)-ALKYL(OR ALKENYL)-4(S)-QUINUCLIDIN-2(R)-YL)4-QUINOLINEMETHANOLS, ANTIPODES OR RACEMATES THEREOF USING DI ALKYLALUMINUM HYDRIDE, AND A(R)-(5(R)-ALKYL(OR ALKENYL)-4(S)-QUINUCLIDIN-2(S)-YL) - 4 - QUINOLINEMETHANOLS, ANTIPODES OR RACEMATES THEREOF. VARIOUS INTERMEDIATES AND THE END PRODUCTS ARE USEFUL ANTIMALARIAL AND ANTIARRHYTHMIC AGENTS.
Inventors
- 👤 J Gutzwiller
- 👤 M Uskokovic
Bibliographic Details
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