(R)-2-[(5-溴-1H-吲哚-3-基)羰基]-1-吡咯烷甲酸苄酯合成路线 （共 14 条）
反应条件
1: 5-Bromo-1H-indole With ethylmagnesium bromide in tetrahydrofuran T=0°C; 0.5 h; 2: N-(benzyloxycarbonyl)-D-proline, acid chloride in tetrahydrofuran T=0°C; 1.5 h;
参考文献
Slassi, Abdelmalik; Meng, Charles Q.; Dyne, Kerry; Wang, Xin; Lee, David K. H.; Kamboj, Rajender; McCallum, Kirk L.; Mazzocco, Lucy; Rakhit, Suman
Medicinal Chemistry Research, 1999 , vol. 9, # 9 p. 668 - 674
反应条件
1: 5-Bromo-1H-indole; N-(benzyloxycarbonyl)-D-proline, acid chloride With 1,1-dimethylethylmagnesium chloride in diethyl ether T=0 - 20°C; 0.75 h; 2: sodium hydrogencarbonate in diethyl ether; water; ethyl acetate
参考文献
NPS Allelix Corp.
Patent: EP944595 B1, 2003 ;
Location in patent: Page/Page column 13 ;
EP 0944595 B1
反应条件
1: 5-Bromo-1H-indole; methyl-magnesium chloride in tetrahydrofuran; tert-butyl methyl ether T=20°C; 0.75 h; 2: N-(benzyloxycarbonyl)-D-proline, acid chloride in tetrahydrofuran; tert-butyl methyl ether T=3 - 20°C; 0.5 h; 3: With citric acid in tetrahydrofuran; tert-butyl methyl ether; water pH=3;
参考文献
WO2010/121673 A1, ;
Page/Page column 16-17 ;
反应条件
ammonium chloride in dichloromethane; water; N,N-dimethyl-formamide; toluene
参考文献
US5545644 A1, ;
US 5545644 A
US5559129 A1, ;
US 5559129 A
US5559246 A1, ;
US 5559246 A
US5578612 A1, ;
US 5578612 A
US5607951 A1, ;
US 5607951 A
参考文献
US5545644 A1, ;
US 5545644 A
反应条件
1: oxalyl chloride; DMF / CH2Cl2 2: CH2Cl2 View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 13, # 20 p. 3419 - 3421
反应条件
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3.5 h / 60 °C / Reflux 2.1: isopropyl alcohol; water / 4 h / 20 - 35 °C 3.1: potassium hydroxide / toluene; water / 0.25 h / 21 - 25 °C 3.2: 4 h / 100 °C View Scheme
参考文献
F.I.S. FABBRICA ITALIANA SINTETICI S.P.A.
Patent: US2011/166364 A1, 2011 ;
反应条件
1: With sodium bis(2-methoxyethoxy)aluminium dihydride in tetrahydrofuran; toluene T=30 - 50°C; 1.66667 - 2 h; 2: With sodium hydroxide; water in tetrahydrofuran; toluene T=5 - 25°C; Product distribution / selectivity;
参考文献
Bednar, Roman; Simo, Ondrej; Blatny, Pavel
Patent: US2008/319205 A1, 2008 ;
Location in patent: Page/Page column 4-5 ;
反应条件
1: With sodium bis(2-methoxyethoxy)aluminium dihydride in tert-butyl methyl ether; toluene T=30 - 48°C; 3.16667 h; 2: With sodium hydroxide; water in tert-butyl methyl ether; toluene T=15 - 20°C; 0.5 h; Product distribution / selectivity;
参考文献
Bednar, Roman; Simo, Ondrej; Blatny, Pavel
Patent: US2008/319205 A1, 2008 ;
Location in patent: Page/Page column 5 ;
反应条件
1: With sodium bis(2-methoxyethoxy)aluminium dihydride in toluene T=30 - 48°C; 2.66667 h; 2: With sodium hydroxide; water in toluene T=15 - 20°C; 1 h; Product distribution / selectivity;
参考文献
Bednar, Roman; Simo, Ondrej; Blatny, Pavel
Patent: US2008/319205 A1, 2008 ;
Location in patent: Page/Page column 5 ;
