| 학회 | 한국화학공학회 |
| 학술대회 | 2005년 가을 (10/21 ~ 10/22, 인하대학교) |
| 권호 | 11권 2호, p.2685 |
| 발표분야 | 촉매 및 반응공학 |
| 제목 | Improvement of Synthesis Process of the Intermediate of Gemifloxacin |
| 초록 | A novel synthetic route of AMPM (4-amino methyl-3-Z-methoxyimino pyrrolidine methane sulfonate) that is employed as an intermediate in the synthesis of gemifloxacin (Factive), a novel quinolone antibacterial developed by LG Life Science Co. and approved by the US FDA, is reduced from 5 steps to 2 steps. First step is preparation CMBP (4-cyano-3-methoxyimino-1-(N-t-butoxycarbonyl)-pyrrolidne) from BCPO (1-(N-t-butoxycarbonyl)-4-cyano-pyrrolidine-3-one). Second step is chemoselective hydrogenation of CMBP and evaporation. We performed the experiment to improve yield. We improved the yield and reaction rate by purifying CMBP with Column Chromatography and E-Z isomerization of AMPM filterate by heating. The highest yield was obtained using 1.8eq MSA and 1% Pd/C catalyst on hydrogenation, without layer separation after hydrogenation and at the evaporation temperature of 40℃. With the reduced catalyst, hydrogenation rate and yield are decreased. The maximum Z-AMPM yield was 56.4% and total yield (containing E-AMPM) is 61.6%. Through this study, we effectively improved new AMPM process. |
| 저자 | 임바드로1, 노현국2, 곽진원1, 이경희1, 이재성1 |
| 소속 | 1포항공과대, 2LG화학 |
| 키워드 | Gemifloxacin; AMPM; hydrogenation; Pd/C |
| 원문파일 | 초록 보기 |
