Boc-L-焦谷氨酸甲酯合成路线 （共 39 条）
反应条件
1: 1.) SOCl2 / 2.) 0-10 deg C 2: 98 percent / RuO2 hydrate, 10percent aqueous NaIO4 / ethyl acetate / 6 h / Ambient temperature View Scheme
参考文献
Chemical & Pharmaceutical Bulletin, , vol. 34, # 9 p. 3873 - 3878
反应条件
1: 1.) SOCl2 / 2.) 0-10 deg C 2: 98 percent / RuO2 hydrate, 10percent aqueous NaIO4 / ethyl acetate / 6 h / Ambient temperature View Scheme
参考文献
Chemical & Pharmaceutical Bulletin, , vol. 34, # 9 p. 3873 - 3878
反应条件
1: (S)-(-)-2-pyrrolidone-5-carboxylic acid With thionyl chloride 2: methanol 3: di-tert-butyl dicarbonate With triethylamine in acetonitrile Product distribution / selectivity;
参考文献
US2007/232804 A1, ;
Page/Page column 4 ;
反应条件
1.1: tetrahydrofuran / -40 - -20 °C / |Inert atmosphere 2.1: trifluoroacetic acid / dichloromethane 3.1: palladium on activated charcoal; hydrogen / methanol / 3040.2 Torr 4.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane 5.1: lithium hydroxide hydrate / tetrahydrofuran 5.2: pH 4 View Scheme
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 ;
反应条件
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -78 °C 1.2: 14 h / -78 - 20 °C / Inert atmosphere 2.1: BH3*SMe2 / tetrahydrofuran / 7 h / 40 °C / Inert atmosphere 3.1: water; lithium hydroxide hydrate / ethanol / 5 h / 0 - 20 °C View Scheme
参考文献
BRISTOL-MYERS SQUIBB COMPANY; BELEMA, Makonen; HEWAWASAM, Piyasena
Patent: WO2012/39717 A1, 2012 ;
反应条件
dimethylsulfide borane complex in tetrahydrofuran T=0°C; 18.5 h;
参考文献
Barraclough, Paul; Dieterich, Petra; Spray, Caroline A.; Young, Douglas W.
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 8 p. 1483 - 1491
反应条件
trifluoroacetic acid in dichloromethane 1 h; Ambient temperature;
参考文献
Yoshifuji,Shigeyuki; Tanaka, Ken-ichi; Kawai, Tomoyuki; Nitta, Yoshihiro
Chemical & Pharmaceutical Bulletin, 1986 , vol. 34, # 9 p. 3873 - 3878
反应条件
1: N-BOC-L-methyl pyroglutamate With lithium hexamethyldisilazane in tetrahydrofuran T=-72 - -64°C; 0.75 h; Inert atmosphere; 2: methyl iodide in tetrahydrofuran T=-72 - 20°C;
参考文献
BRISTOL-MYERS SQUIBB COMPANY; BELEMA, Makonen; HEWAWASAM, Piyasena
Patent: WO2012/39717 A1, 2012 ;
Location in patent: Page/Page column 148 ;
反应条件
1: N-BOC-L-methyl pyroglutamate With lithium hexamethyldisilazane in tetrahydrofuran T=-78°C; 0.75 h; 2: methyl iodide in tetrahydrofuran T=-78 - 20°C; 5 h;
参考文献
AMGEN INC.; D'AMICO, Derin C.; HERBERICH, Bradley J.; JACKSON, Claire L.M.; PETTUS, Liping H.; TASKER, Andrew; WANG, Hui-Ling; WU, Bin; WURZ, Ryan
Patent: WO2012/148775 A1, 2012 ;
Location in patent: Page/Page column 85 ;
WO 2012/148775 A1
反应条件
1: 93 percent / 1,2-dimethoxy-ethane / 10 h / 68 - 70 °C 2: 98 percent / H2 / 10percent Pd/C / propan-2-ol / 144 h / 750.06 Torr 3: KCN / dimethylformamide / 96 h / Ambient temperature View Scheme
参考文献
Coudert, Elisabeth; Acher, Francine; Azerad, Robert
Synthesis, 1997 , # 8 p. 863 - 865
