Boc-4-氧代-L-脯氨酸甲酯合成路线 (共 35 条)
反应条件
2.1: diethylzinc; trifluoroacetic acid / hexane; dichloromethane / 1 h / -5 °C / Inert atmosphere
2.2: 72 h / -5 - 30 °C / Inert atmosphere
View Scheme
参考文献
Tymtsunik, Andriy V.; Bilenko, Vitaliy A.; Ivon, Yevhen M.; Grygorenko, Oleksandr O.; Komarov, Igor V.
Tetrahedron Letters, 2012 , vol. 53, # 30 p. 3847 - 3849
反应条件
1: HMPT; Zn / tetrahydrofuran
2: TFA / CH2Cl2
View Scheme
参考文献
Kamal, Ahmed; Reddy; Reddy, D. Rajasekhar; Laxman; Murthy
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 22 p. 5699 - 5702
反应条件
1: Methyltriphenylphosphonium bromide With potassium tert-butylate in tetrahydrofuran
T=-20 - -5°C; 0.5 h;
2: N-Boc-4-oxo-L-proline methyl ester in tetrahydrofuran
T=20°C; 3 h;
参考文献
SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; ZHANG, Jiancun; XIE, Hongming; REN, Qingyun; TAN, Yumei; LUO, Huichao
Patent: WO2014/19344 A1, 2014 ;
Location in patent: Paragraph 00660 ;
反应条件
bis(cyclopentadienyl)titanium dichloride in tetrahydrofuran; toluene
T=-78 - 20°C; 26 h; Inert atmosphere; optical yield given as percent eeenantioselective reaction;
参考文献
Tymtsunik, Andriy V.; Bilenko, Vitaliy A.; Ivon, Yevhen M.; Grygorenko, Oleksandr O.; Komarov, Igor V.
Tetrahedron Letters, 2012 , vol. 53, # 30 p. 3847 - 3849
反应条件
methylidene triphenyl phosphorane in tetrahydrofuran; toluene
T=-20 - 20°C; 3.08333 h;
参考文献
Zhuo, Jincong; Li, Yun-Long; Xu, Meizhong; He, Chunhong; Yao, Wenqing
Patent: US2007/208001 A1, 2007 ;
Location in patent: Page/Page column 35 ;
US 20070208001 A1
反应条件
in tetrahydrofuran
T=20°C; 1 h;
参考文献
Sanofi-Aventis
Patent: EP1813614 A1, 2007 ;
Location in patent: Page/Page column 41 ;
反应条件
potassium tert-butylate in diethyl ether
参考文献
Halazy, Serge; Quattropani, Anna; Scheer, Alexander; Schwarz, Mattias; Thomas, Russell; Baxter, Antony
Patent: US2003/212012 A1, 2003 ;
反应条件
potassium tert-butylate
ether, 1) 15 min, 2) 35 deg C, 3 h; Yield given. Multistep reaction;
参考文献
Manfre; Kern; Biellmann
Journal of Organic Chemistry, 1992 , vol. 57, # 7 p. 2060 - 2065
反应条件
Wittig reaction; optical yield given as percent ee;
参考文献
Tymtsunik, Andriy V.; Bilenko, Vitaliy A.; Ivon, Yevhen M.; Grygorenko, Oleksandr O.; Komarov, Igor V.
Tetrahedron Letters, 2012 , vol. 53, # 30 p. 3847 - 3849
反应条件
1.1: diethylamino-sulfur trifluoride; ethanol / dichloromethane / 18 h / 20 °C / |Inert atmosphere
2.1: potassium hydroxide
3.1: dicyclohexyl-carbodiimide; 1-hydroxy-pyrrolidine-2,5-dione / dichloromethane / 15 - 20 °C
3.2: 0.33 h / 20 °C
View Scheme
参考文献
Jansen, Koen; Heirbaut, Leen; Verkerk, Robert; Cheng, Jonathan D.; Joossens, Jurgen; Cos, Paul; Maes, Louis; Lambeir, Anne-Marie; De Meester, Ingrid; Augustyns, Koen; Van Der Veken, Pieter
Journal of Medicinal Chemistry, 2014 , vol. 57, # 7 p. 3053 - 3074