N-叔丁氧羰基-N'-苄氧羰基-L-鸟氨酸合成路线 （共 23 条）
反应条件
1: 100 percent / H2, AcOH / Pd/C / methanol; H2O / 1810.02 - 2585.7 Torr
2: EDC, HOBt, NMM / acetonitrile / Ambient temperature
3: LiHMDS / tetrahydrofuran / Ambient temperature
4: 100 percent / H2 / Pd/C / ethanol / 1551.4 Torr
View Scheme
参考文献
Semple; Rowley; Brunck; Ha-Uong; Minami; Owens; Tamura; Goldman; Siev; Ardecky; Carpenter; Ge; Richard; Nolan; Hakanson; Tulinsky; Nutt; Ripka
Journal of Medicinal Chemistry, 1996 , vol. 39, # 23 p. 4531 - 4536
反应条件
1.1: isobutyl chloroformate; triethylamine / tetrahydrofuran / -15 °C
1.2: diethyl ether; tetrahydrofuran / -5 °C
1.3: 88.9 percent / HCl / diethyl ether; tetrahydrofuran; dioxane / 0.5 h / -15 °C
2.1: HCl / dioxane
3.1: isobutyl chloroformate; triethylamine / tetrahydrofuran / -15 °C
3.2: 43 percent / tetrahydrofuran; dimethylformamide / 0 - 20 °C / n
4.1: HCl / dioxane
5.1: 52.3 percent / Heating
6.1: H2 / Pd-black / acetic acid; H2O / 1 h
View Scheme
参考文献
Miyazaki, Anna; Fujisawa, Yutaka; Shiotani, Kimitaka; Fujita, Yoshio; Li, Tingyou; Tsuda, Yuko; Yokoi, Toshio; Bryant, Sharon D.; Lazarus, Lawrence H.; Okada, Yoshio
Chemical and Pharmaceutical Bulletin, 2005 , vol. 53, # 9 p. 1152 - 1158
反应条件
dicyclohexyl-carbodiimide in ethyl acetate
T=0 - 20°C;
参考文献
SHIRE, LLC; FRANKLIN, Richard; TYSON, Robert G; GOLDING, Bernard T
Patent: WO2012/85586 A1, 2012 ;
Location in patent: Page/Page column 66; 67 ;
