反式-4-羟基-L-脯氨酸甲酯盐酸盐合成路线 （共 70 条）
反应条件
1: 76 percent / Et3N / CHCl3 / 0 °C 2: 1.) PPh3, DEAD, PhCO2H; 2.) KOH / 1.) toluene; 2.) MeOH 3: 63 percent / DAST / CH2Cl2 / -78 deg C to r.t. 4: 99 percent / LiOH / acetonitrile; H2O / Ambient temperature 5: TFA / CH2Cl2 View Scheme
参考文献
Demange, Luc; Menez, Andre; Dugave, Christophe
Tetrahedron Letters, 1998 , vol. 39, # 10 p. 1169 - 1172
反应条件
1: 1.) chlorotrimethylsilane, Et3N, 2.) Et3N, Pb(NO3)2 / 1) CH2Cl2, reflux, 1 h; 2) CH2Cl2, MeOH, rt, 96 h 2: 100 percent / DMSO, oxalyl chloride / CH2Cl2 / 0.5 h / -60 °C View Scheme
参考文献
Blanco, Maria-Jesus; Sardina, F. Javier
Journal of Organic Chemistry, 1996 , vol. 61, # 14 p. 4748 - 4755
反应条件
1: 92 percent / TEA / CH2Cl2 / 12 h / 20 °C 2: 95 percent / TEA / CH2Cl2 / 1 h / 0 °C 3: 88 percent / NaBH4; LiCl / ethanol; tetrahydrofuran / 0 °C 4: 82 percent / dimethylformamide; toluene / 3 h / 60 °C View Scheme
参考文献
Shin, Kye Jung; Koo, Ki Dong; Yoo, Kyung Ho; Kim, Dong Chan; Kim, Dong Jin; Park, Sang Woo
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 13 p. 1421 - 1425
反应条件
1: triethylamine / 1,4-dioxane; water / 0 - 20 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C / |Inert atmosphere View Scheme
参考文献
Fransson, Rebecca; McCracken, Alison N.; Chen, Bin; McMonigle, Ryan J.; Edinger, Aimee L.; Hanessian, Stephen
ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 10 p. 969 - 973
反应条件
1: 79 percent / Et3N; DMAP / CH2Cl2 / 20 °C 2: 100 percent / imidazole / dimethylformamide / 20 °C 3: 96 percent / aq. LiOH / methanol / 1 h / 45 °C View Scheme
参考文献
Sato; Kawasaki; Oda; Yagi; El Bialy; Uenishi; Yamauchi; Ikeda
Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 20 p. 2623 - 2631
反应条件
1: 93 percent / triethylamine / CH2Cl2 / 2 h 2: 88 percent / triethylamine / CH2Cl2 / 3 h / 0 °C View Scheme
参考文献
Lee; Lim; Kang; Yoo; Kim; Shin
European Journal of Medicinal Chemistry, 2006 , vol. 41, # 11 p. 1347 - 1351
反应条件
triethylamine in dichloromethane 10 h; cooling;
参考文献
Heterocycles, , vol. 65, # 7 p. 1705 - 1711
反应条件
4-(N,N-dimethlyamino)pyridine; triethylamine in dichloromethane 48 h; Ambient temperature;
参考文献
Tetrahedron, , vol. 54, # 44 p. 13391 - 13404
反应条件
1: 76 percent / Et3N / CHCl3 / 0 °C 2: 1.) PPh3, DEAD, PhCO2H; 2.) KOH / 1.) toluene; 2.) MeOH 3: 63 percent / DAST / CH2Cl2 / -78 deg C to r.t. View Scheme
参考文献
Demange, Luc; Menez, Andre; Dugave, Christophe
Tetrahedron Letters, 1998 , vol. 39, # 10 p. 1169 - 1172
反应条件
1: triethylamine / acetonitrile / 0 - 20 °C 2: triethylamine / dichloromethane / 20 h / 0 - 20 °C 3: dimethyl sulfoxide / 4 h / 80 °C View Scheme
参考文献
Hack, Verena; Reuter, Cedric; Opitz, Robert; Schmieder, Peter; Beyermann, Michael; Neudoerfl, Joerg-Martin; Kuehne, Ronald; Schmalz, Hans-Guenther
Angewandte Chemie - International Edition, 2013 , vol. 52, # 36 p. 9539 - 9543
Angew. Chem., 2013 , vol. 125, # 36 p. 9718 - 9722
