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: 95 percent / Et3N / CH2Cl2 / 2 h / 0 - 20 °C 2: 93 percent / (COCl)2; Et3N; DMSO / CH2Cl2 / -78 °C 3: 90 percent / DAST / CH2Cl2 / -78 - 20 °C 4: DIBAL-H / tetrahydrofuran / -78 - 20 °C View Scheme
参考文献
O'Neil, Ian A.; Thompson, Stephen; Kalindjian, S. Barret; Jenkins, Terence C.
Tetrahedron Letters, 2003 , vol. 44, # 42 p. 7809 - 7812
反应条件
1: triethylamine / 1,4-dioxane; water / 0 - 20 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C / |Inert atmosphere 3: lithium borohydride / tetrahydrofuran / 36 h / 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
chloro-trimethyl-silane; lead (II) nitrate; triethylamine 1) CH2Cl2, reflux, 1 h; 2) CH2Cl2, MeOH, rt, 96 h; Yield given. Multistep reaction;
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: triethylamine / dichloromethane / 20 °C 2: N-ethyl-N,N-diisopropylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 20 °C View Scheme
反应条件
1: 91 percent / Et3N / CH2Cl2 / 8 h / Ambient temperature 2: 93.8 percent / Ph3P, DEAD, CH3I / tetrahydrofuran / 10 h / Ambient temperature 3: 25 percent / DBU / toluene / 8 h / 80 - 90 °C View Scheme
参考文献
Schumacher, Kelly K.; Jiang, Jianjun; Joullie, Madeleine M.
Tetrahedron Asymmetry, 1998 , vol. 9, # 1 p. 47 - 53
反应条件
sodium hydrogencarbonate in tetrahydrofuran; water 1.5 h; Ambient temperature;
参考文献
Baldwin, Jack E.; Bamford, Samantha J.; Fryer, Andrew M.; Rudolph, Martin P. W.; Wood, Mark E.
Tetrahedron, 1997 , vol. 53, # 14 p. 5233 - 5254
反应条件
1: 3.7 g / Na2CO3 / dioxane; H2O / 16 h / 20 °C 2: 96 percent / Et3N / CH2Cl2 / 0.33 h / 20 °C View Scheme
参考文献
Marusawa, Hiroshi; Setoi, Hiroyuki; Sawada, Akihiko; Kuroda, Akio; Seki, Jiro; Motoyama, Yukio; Tanaka, Hirokazu
Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 5 p. 1399 - 1415
反应条件
sodium hydrogencarbonate in 1,4-dioxane; water T=0 - 20°C; 23 h;
参考文献
Maison; Arce; Renold; Kennedy; Kemp
Journal of the American Chemical Society, 2001 , vol. 123, # 42 p. 10245 - 10254
反应条件
triethylamine in tetrahydrofuran T=20°C;
参考文献
PFIZER LIMITED; BURGESS, Gary
Patent: WO2012/114223 A1, 2012 ;
Location in patent: Page/Page column 82-83 ;
WO 2012/114223 A1
反应条件
sodium hydrogencarbonate in 1,4-dioxane; water 25 h;
参考文献
Garrabou, Xavier; Gomez, Livia; Joglar, Jesus; Gil, Sergi; Parella, Teodor; Bujons, Jordi; Clapes, Pere
Chemistry - A European Journal, 2010 , vol. 16, # 35 p. 10691 - 10706
