N-CBZ-3-(R)-羟基吡咯烷合成路线 (共 27 条)
反应条件
1: DEAD; Ph3P / toluene 2: aq. KOH / ethanol 3: DAST / CH2Cl2 / -78 - 20 °C View Scheme
参考文献
Caldwell, Charles G.; Chen, Ping; He, Jiafang; Parmee, Emma R.; Leiting, Barbara; Marsilio, Frank; Patel, Reshma A.; Wu, Joseph K.; Eiermann, George J.; Petrov, Aleksandr; He, Huaibing; Lyons, Kathryn A.; Thornberry, Nancy A.; Weber, Ann E.
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 5 p. 1265 - 1268
反应条件
4,4'-diaminostilbene-2,2'-disulfonic acid in dichloromethane T=-78 - 20°C;
参考文献
MERCK and CO., INC.
Patent: WO2004/43940 A1, 2004 ;
Location in patent: Page 46 ;
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene; Xtalfluor-E® in dichloromethane T=-78 - 20°C; 24 h; Inert atmosphere; optical yield given as percent ee;
参考文献
Lheureux, Alexandre; Beaulieu, Francis; Bennett, Christopher; Bill, David R.; Clayton, Simon; Laflamme, Franois; Mirmehrabi, Mahmoud; Tadayon, Sam; Tovell, David; Couturier, Michel
Journal of Organic Chemistry, 2010 , vol. 75, # 10 p. 3401 - 3411
反应条件
1: NEt3, DMAP / CH2Cl2 / 2 h / 0 °C 2: 80 percent / dimethylsulfoxide / 4 h / 80 °C 3: 65 percent / HCl / methanol; H2O / 72 h / Ambient temperature View Scheme
参考文献
FOB SYNTHESIS; CHOI, Woo-Baeg; KIM, Deog-Il; GRUSZECKA-KOWALIK, Ewa; JOO, Hyung-Yeul; LIU, Shuangpei; MAO, Shuli; LI, Yongfeng
Patent: WO2011/160020 A2, 2011 ;
反应条件
1: tetrahydrofuran / -25 - 0 °C 2: 2.1 g / Bu4NCN / dimethylsulfoxide / 20 h / 60 °C View Scheme
参考文献
Cardillo, Giuliana; Gentilucci, Luca; Melchiorre, Paolo; Spampinato, Santi
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 24 p. 2755 - 2758
反应条件
1: 91 percent / pyridine / 2 h / 5 °C 2: 98 percent / sodium azide / dimethylformamide / 2 h / 100 °C 3: 95 percent / H2 / Raney nickel / methanol / 21.5 h / 21.5 - 25 °C / 2585.7 Torr 4: 84 percent / 1.0 N aq. NaOH / 2-methyl-propan-2-ol / Ambient temperature View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 35, # 10 p. 1764 - 1773
反应条件
1: tetrahydrofuran / -25 - 0 °C
2: 2.1 g / Bu4NCN / dimethylsulfoxide / 20 h / 60 °C
3: 57 percent / H2O2; Na2CO3 / acetone; H2O / 18 h / 20 °C
View Scheme
参考文献
FOB SYNTHESIS; CHOI, Woo-Baeg; KIM, Deog-Il; GRUSZECKA-KOWALIK, Ewa; JOO, Hyung-Yeul; LIU, Shuangpei; MAO, Shuli; LI, Yongfeng
Patent: WO2011/160020 A2, 2011 ;