叔-丁基-(2S,4R)-N?-(苄氧羰基)-N?-苄氧羰基)-4-羟基鸟氨酸酯合成路线 (共 9 条)
反应条件
in tetrahydrofuran; dichloromethane
T=0°C; 1 h;
参考文献
BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; LEHMANN, Lutz; SIEBENEICHER, Holger; MUeLLER, Andre; BOeHNKE , Niels
Patent: WO2010/63403 A2, 2010 ;
Location in patent: Page/Page column 56 ;
反应条件
1.1: N-methylmorpholine; ClCOOEt / tetrahydrofuran / 0.25 h / -5 °C
1.2: NaBH4 / H2O / 3.5 h / 20 °C
1.3: 92 percent / aq. HCl / 5 °C / pH 2
2.1: 95 percent / polymer-bound-NMe3(1+)*Br(OAc)2-; TEMPO / CH2Cl2 / 16 h / 20 °C
3.1: 15 percent / NaOEt / ethanol / 12 h / 20 °C
4.1: ammonium formate / Pd/C / methanol / 2 h / -10 °C
5.1: 3.3 g / N,N-diisopropylamine / dimethylformamide / 16 h / 20 °C
View Scheme
参考文献
Rudolph, Joachim; Hannig, Frithjof; Theis, Heidi; Wischnat, Ralf
Organic Letters, 2001 , vol. 3, # 20 p. 3153 - 3155
反应条件
1: 15 percent / NaOEt / ethanol / 12 h / 20 °C
2: ammonium formate / Pd/C / methanol / 2 h / -10 °C
3: 3.3 g / N,N-diisopropylamine / dimethylformamide / 16 h / 20 °C
View Scheme
参考文献
Rudolph, Joachim; Hannig, Frithjof; Theis, Heidi; Wischnat, Ralf
Organic Letters, 2001 , vol. 3, # 20 p. 3153 - 3155
反应条件
1: 95 percent / polymer-bound-NMe3(1+)*Br(OAc)2-; TEMPO / CH2Cl2 / 16 h / 20 °C
2: 15 percent / NaOEt / ethanol / 12 h / 20 °C
3: ammonium formate / Pd/C / methanol / 2 h / -10 °C
4: 3.3 g / N,N-diisopropylamine / dimethylformamide / 16 h / 20 °C
View Scheme
参考文献
Rudolph, Joachim; Hannig, Frithjof; Theis, Heidi; Wischnat, Ralf
Organic Letters, 2001 , vol. 3, # 20 p. 3153 - 3155
反应条件
1: 52 percent / L-Selectride(R) / tetrahydrofuran / 3 h / -78 °C
2: ammonium formate / Pd/C / methanol / 2 h / -10 °C
3: 3.3 g / N,N-diisopropylamine / dimethylformamide / 16 h / 20 °C
View Scheme
参考文献
Rudolph, Joachim; Hannig, Frithjof; Theis, Heidi; Wischnat, Ralf
Organic Letters, 2001 , vol. 3, # 20 p. 3153 - 3155
反应条件
1: ammonium formate / Pd/C / methanol / 2 h / -10 °C
2: 3.3 g / N,N-diisopropylamine / dimethylformamide / 16 h / 20 °C
View Scheme
参考文献
Rudolph, Joachim; Hannig, Frithjof; Theis, Heidi; Wischnat, Ralf
Organic Letters, 2001 , vol. 3, # 20 p. 3153 - 3155
反应条件
diisopropylamine in N,N-dimethyl-formamide
T=20°C; 16 h;
参考文献
Rudolph, Joachim; Hannig, Frithjof; Theis, Heidi; Wischnat, Ralf
Organic Letters, 2001 , vol. 3, # 20 p. 3153 - 3155
反应条件
1: p-TsOH / methanol / 20 °C
2: aq. K2CO3 / dioxane
View Scheme
参考文献
Lepine, Renaud; Carbonnelle, Anny-Claude; Zhu, Jieping
Synlett, 2003 , # 10 p. 1455 - 1458
反应条件
potassium carbonate in 1,4-dioxane
参考文献
Lepine, Renaud; Carbonnelle, Anny-Claude; Zhu, Jieping
Synlett, 2003 , # 10 p. 1455 - 1458