(2R)-2-乙炔-1-吡咯烷羧酸-1,1-二甲基乙酯合成路线 (共 14 条)
反应条件
1: Boc-Pro-N(OMe)Me With diisobutylaluminium hydride in n-heptane; dichloromethane T=-78°C; 2: (1-Diazo-2-oxo-propyl)-phosphonic acid dimethyl ester With potassium carbonate in methanol; n-heptane; dichloromethane T=20°C; Further stages.;
参考文献
Ying, Weijiang; Herndon, James W.
European Journal of Organic Chemistry, 2013 , # 15 p. 3112 - 3122
反应条件
potassium carbonate in methanol T=20°C; 15 h;
参考文献
Alcaide, Benito; Almendros, Pedro; Quiros, M. Teresa; Fernandez, Israel
Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 818 - 826
反应条件
sec.-butyllithium in tetrahydrofuran; hexane T=-78°C; 1 h; Inert atmosphere;
参考文献
Cambeiro, Xacobe C.; Pericas, Miquel A.
Advanced Synthesis and Catalysis, 2011 , vol. 353, # 1 p. 113 - 124
反应条件
1: (2-oxo-propyl)-phosphonic acid dimethyl ester With 4-toluenesulfonyl azide; potassium carbonate in acetonitrile 2 h; 2: (S)-2-formylpyrrolidine-1-carboxylic acid tert-butyl ester in methanol; acetonitrile 8 h;
参考文献
MEDIVIR AB; AYESA, Susana; BELDA, Oscar; BJÖRKLUND, Catarina; NILSSON, Magnus; RUSSO, Francesco; SAHLBERG, Christer; WIKTELIUS, Daniel
Patent: WO2013/95275 A1, 2013 ;
Location in patent: Page/Page column 41; 42 ;
反应条件
potassium carbonate in methanol T=4°C; Horner-Wadsworth-Emmons reaction; 48 h;
参考文献
Barrett, Anthony G. M.; Hopkins, Brian T.; Love, Andrew C.; Tedeschi, Livio
Organic Letters, 2004 , vol. 6, # 5 p. 835 - 837
反应条件
n-butyllithium; triphenylphosphine in tetrahydrofuran; hexane; dichloromethane; ethyl acetate
参考文献
Cuthbertson, James D.; Godfrey, Andrew A.; Taylor, Richard J. K.
Organic Letters, 2011 , vol. 13, # 15 p. 3976 - 3979
反应条件
1: SO3; pyridine; DIPEA / dimethylsulfoxide; CH2Cl2 / 5 h / -5 °C 2: PPh3 / CH2Cl2 / 2 h / -5 - 0 °C 3: 83 percent / n-BuLi / tetrahydrofuran / 1.25 h / -78 °C View Scheme
参考文献
Cossy, Janine; Cases, Manuel; Pardo, Domingo Gomez
Bulletin de la Societe Chimique de France, 1997 , vol. 134, # 2 p. 141 - 144
反应条件
n-butyllithium in tetrahydrofuran T=-78°C; 0.75 h;
参考文献
Reginato, Gianna; Mordini, Alessandro; Messina, Flavia; Degl'Innocenti, Alessandro; Poli, Giovanni
Tetrahedron, 1996 , vol. 52, # 33 p. 10985 - 10996
反应条件
1: 92 percent / borane dimethylsulfide complex / tetrahydrofuran / a) 0 deg C, 2 h, b) RT, overnight 2: 93 percent / Et3N, sulfur trioxide pyridine complex / dimethylsulfoxide / 2 h / Ambient temperature 3: 1.) PPh3, Zn / 1.) CH2Cl2, 15 min, 2.) CH2Cl2, RT, 2 h 4: 72 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - 0 °C View Scheme
参考文献
Trybulski; Kramss; Mangano; Rusinko III
Journal of Medicinal Chemistry, 1990 , vol. 33, # 12 p. 3190 - 3198
反应条件
in tetrahydrofuran T=-78°C; 0.75 h;
参考文献
Reginato, Gianna; Mordini, Alessandro; Messina, Flavia; Degl'Innocenti, Alessandro; Poli, Giovanni
Tetrahedron, 1996 , vol. 52, # 33 p. 10985 - 10996