(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-羧基-4,4,6a,6b,8a,11,14b-七甲基-14-氧代-2,3,4a,5,6,7,8,9,10,12,12a,14a-十二氢-1H-苉-3-基]氧基]-3,4,5-三羟基四氢吡喃-2-羧酸合成路线 （共 6 条）
→
34096-83-8(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-羧基-4,4,6a,6b,8a,11,14b-七甲基-14-氧代-2,3,4a,5,6,7,8,9,10,12,12a,14a-十二氢-1H-苉-3-基]氧基]-3,4,5-三羟基四氢吡喃-2-羧酸
反应条件
sodium hydroxide in methanol T=20°C; 3 h;
参考文献
Ruiz, Maria Carmen del Ruiz; Amer, Hassan; Stanetty, Christian; Beseda, Igor; Czollner, Laszlo; Shah, Priti; Jordis, Ulrich; Kueenburg, Bernhard; Classen-Houben, Dirk; Hofinger, Andreas; Kosma, Paul
Carbohydrate Research, 2009 , vol. 344, # 9 p. 1063 - 1071
→
34096-83-8(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-羧基-4,4,6a,6b,8a,11,14b-七甲基-14-氧代-2,3,4a,5,6,7,8,9,10,12,12a,14a-十二氢-1H-苉-3-基]氧基]-3,4,5-三羟基四氢吡喃-2-羧酸
反应条件
potassium hydroxide 2 h; Ambient temperature;
参考文献
Kanaoka; Yano; Kato; Nakada
Chemical and Pharmaceutical Bulletin, 1986 , vol. 34, # 12 p. 4978 - 4983
→
34096-83-8(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-羧基-4,4,6a,6b,8a,11,14b-七甲基-14-氧代-2,3,4a,5,6,7,8,9,10,12,12a,14a-十二氢-1H-苉-3-基]氧基]-3,4,5-三羟基四氢吡喃-2-羧酸
反应条件
1: 380 mg / Fetizen reagent, CaSO4 / 1,2-dichloro-ethane 2: 93.5 percent / 5percent KOH / 2 h / Ambient temperature View Scheme
参考文献
Chemical and Pharmaceutical Bulletin, , vol. 34, # 12 p. 4978 - 4983
→
34096-83-8(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-羧基-4,4,6a,6b,8a,11,14b-七甲基-14-氧代-2,3,4a,5,6,7,8,9,10,12,12a,14a-十二氢-1H-苉-3-基]氧基]-3,4,5-三羟基四氢吡喃-2-羧酸
反应条件
hydrogenchloride; potassium carbonate 1.) MeOH; Multistep reaction;
参考文献
Chemical and Pharmaceutical Bulletin, , vol. 37, # 2 p. 551 - 553
→
34096-83-8(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-羧基-4,4,6a,6b,8a,11,14b-七甲基-14-氧代-2,3,4a,5,6,7,8,9,10,12,12a,14a-十二氢-1H-苉-3-基]氧基]-3,4,5-三羟基四氢吡喃-2-羧酸
反应条件
sodium hydroxide; mercury(II) cyanide 1.) toluene, reflux, 5 h, 2.) 50percent aq. EtOH, reflux, 3 h; Yield given. Multistep reaction;
参考文献
Bioscience, biotechnology, and biochemistry, , vol. 58, # 3 p. 554 - 555
34096-83-8(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-羧基-4,4,6a,6b,8a,11,14b-七甲基-14-氧代-2,3,4a,5,6,7,8,9,10,12,12a,14a-十二氢-1H-苉-3-基]氧基]-3,4,5-三羟基四氢吡喃-2-羧酸
→
反应条件
luminal contents in rat colon in phosphate buffer T=37°C; Hydrolysis; pH=7.4; Kinetics;
参考文献
Imai, Teruko; Sakai, Michinori; Ohtake, Hiroshi; Azuma, Hidekazu; Otagiri, Masaki
Pharmaceutical Research, 1999 , vol. 16, # 1 p. 80 - 86
