(4R)-4-羟基-D-脯氨酸甲酯盐酸盐合成路线 (共 11 条)
反应条件
thionyl chloride in methanol T=0 - 23°C; 16.025 h;
参考文献
VICURON PHARMACEUTICALS, INC.
Patent: WO2004/7444 A2, 2004 ;
Location in patent: Page 135 ;
反应条件
thionyl chloride T=0°C; Inert atmosphere;
参考文献
Peng, Jianbiao; Clive, Derrick L. J.
Journal of Organic Chemistry, 2009 , vol. 74, # 2 p. 513 - 519
反应条件
thionyl chloride in methanol
参考文献
Shionogi Seiyaku Kabushiki Kaisha
Patent: US5317016 A1, 1994 ;
反应条件
in methanol 8 h; Heating;
参考文献
Rosen; Fesik; Chu; Pernet
Synthesis, 1988 , # 1 p. 40 - 44
参考文献
WO2005/108358 A2, ;
Page/Page column 35 ;
WO 2005/108358 A2
反应条件
1: water; hydrogenchloride / 100 °C 2: thionyl chloride / 3 h / |Reflux View Scheme
反应条件
1: 16 h / 90 °C / |Inert atmosphere 2: water; hydrogenchloride / 100 °C 3: thionyl chloride / 3 h / |Reflux View Scheme
反应条件
1: 90 percent / triethylamine / CH2Cl2 / 12 h 2: 1.) pyridinium p-toluenesulfonate, 2.) lithium borohydride / 1.) dichloromethane, room temperature 3 h, 2.) THF 3: 7.5 g / triethylamine / CH2Cl2 / 1 h / 0 °C 4: 62 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Heating 5: 60 percent / acetic acid / H2O / 1.5 h / Heating View Scheme
参考文献
Rosen, Terry; Chu, Daniel T. W.; Lico, Isabella M.; Fernandes, Prabhavathi B.; Marsh, Kennan; et al.
Journal of Medicinal Chemistry, 1988 , vol. 31, # 8 p. 1598 - 1611
反应条件
1: Et3N; 4-(dimethylamino)pyridine / acetone; H2O / 18 h / 20 °C 2: 68 percent / Jones reagent / acetone / 14 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 42, # 26 p. 5426 - 5436
反应条件
1: Et3N; DMAP / H2O; acetone / 16 h 2: Et3N / CH2Cl2 / 20 °C 3: 59 percent / NaN3 / dimethylformamide / 26 h / 55 °C 4: 61 percent / H2; HCOOH / 10percent Pd/C / ethanol; tetrahydrofuran / 16 h / 2792.67 Torr View Scheme
参考文献
Natchus; Bookland; De; Almstead; Pikul; Janusz; Heitmeyer; Hookfin; Hsieh; Dowty; Dietsch; Patel; Garver; Gu; Pokross; Mieling; Baker; Foltz; Peng; Bornes; Strojnowski; Taiwo
Journal of Medicinal Chemistry, 2000 , vol. 43, # 26 p. 4948 - 4963