(S)-4-叔丁氧羰基氨基-5-羟基戊酸甲酯合成路线 (共 11 条)
反应条件
1: With 4-methyl-morpholine; chloroformic acid ethyl ester in tetrahydrofuran T=-10°C; 0.166667 h; 2: With sodium tetrahydroborate in methanol T=0°C; 0.333333 h; Further stages.;
参考文献
Markidis; Kokotos
Journal of Organic Chemistry, 2001 , vol. 66, # 5 p. 1919 - 1923
反应条件
sodium tetrahydroborate in tetrahydrofuran; ethanol T=0°C; 0.25 h; Yield given;
参考文献
Tetrahedron Letters, , vol. 30, # 29 p. 3803 - 3804
反应条件
1: 3.47 g / Et3N / dioxane; H2O / 3 h / 20 °C / pH 9 - 10 2: N-methylmorpholine / tetrahydrofuran / 0.17 h / -10 °C 3: 1.89 g / NaBH4 / tetrahydrofuran; methanol / 0.17 h / 0 °C View Scheme
参考文献
Organic and Biomolecular Chemistry, , vol. 4, # 9 p. 1796 - 1805
反应条件
1: 95 percent / Et3N / dioxane; H2O / 4 h / Ambient temperature 2: Et3N / tetrahydrofuran / 0.5 h / -10 °C 3: NaBH4 / H2O; tetrahydrofuran / 4 h / Ambient temperature View Scheme
参考文献
Synthesis, , # 11 p. 1104 - 1108
反应条件
toluene-4-sulfonic acid in methanol T=20°C; 3 h;
参考文献
Beilstein Journal of Organic Chemistry, , vol. 8, p. 1831 - 1838,8
反应条件
1: SOCl2 / 2.5 h / -15 - 20 °C 2: 3.47 g / Et3N / dioxane; H2O / 3 h / 20 °C / pH 9 - 10 3: N-methylmorpholine / tetrahydrofuran / 0.17 h / -10 °C 4: 1.89 g / NaBH4 / tetrahydrofuran; methanol / 0.17 h / 0 °C View Scheme
参考文献
Organic and Biomolecular Chemistry, , vol. 4, # 9 p. 1796 - 1805
反应条件
1: 95 percent / Et3N / dioxane; H2O / 4 h / Ambient temperature 2: Et3N / tetrahydrofuran / 0.5 h / -10 °C 3: NaBH4 / H2O; tetrahydrofuran / 4 h / Ambient temperature View Scheme
参考文献
Synthesis, , # 11 p. 1104 - 1108
反应条件
1: sodium methylate / methanol / 0.17 h / 20 °C 2: toluene-4-sulfonic acid / methanol / 3 h / 20 °C View Scheme
参考文献
Beilstein Journal of Organic Chemistry, , vol. 8, p. 1831 - 1838,8
反应条件
1: 92 percent / imidazole / dimethylformamide / 3 h / Ambient temperature 2: NaH / diethyl ether / 1.) 0 deg C, 2.) 18 h, room temperature View Scheme
参考文献
Shimamoto, Keiko; Ohfune, Yasufumi
Tetrahedron Letters, 1989 , vol. 30, # 29 p. 3803 - 3804
反应条件
1: Et3N / CH2Cl2 / 1 h / 0 - 20 °C 2: NaN3 / dimethylformamide / 6 h / 60 °C 3: 31 percent / NaBH4 / 10 percent Pd/C / tetrahydrofuran; methanol / 0.33 h / 20 °C View Scheme
参考文献
Bellis, Evagelos; Markidis, Theodoros; Kokotos, George
Synthesis, 2002 , # 10 p. 1359 - 1364