Fagomine; 桑叶生物碱; (2R,3R,4R)-2-羟甲基哌啶-3,4-二醇合成路线 （共 56 条）
反应条件
Zn2+-FDP aldolase further aldolase; Yield given. Multistep reaction;
参考文献
Journal of the American Chemical Society, , vol. 111, # 11 p. 3924 - 3927
反应条件
1.1: p-TsOH / methanol / 3 h / 20 °C 2.1: IBX / tetrahydrofuran; dimethylsulfoxide / 4 h / 20 °C 3.1: NaH / tetrahydrofuran / 0.17 h / 0 °C 3.2: 2.86 g / tetrahydrofuran / 0.5 h / Heating 4.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C 5.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C 6.1: O3 / CH2Cl2; methanol / -78 °C 6.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C 7.1: aq. HCl / methanol / 5 h / 70 °C 8.1: H2 / Pd/C / acetic acid / 48 h / 20 °C View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 18, # 7 p. 852 - 856
反应条件
1.1: IBX / tetrahydrofuran; dimethylsulfoxide / 4 h / 20 °C 2.1: NaH / tetrahydrofuran / 0.17 h / 0 °C 2.2: 2.86 g / tetrahydrofuran / 0.5 h / Heating 3.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C 4.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C 5.1: O3 / CH2Cl2; methanol / -78 °C 5.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C 6.1: aq. HCl / methanol / 5 h / 70 °C 7.1: H2 / Pd/C / acetic acid / 48 h / 20 °C View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 18, # 7 p. 852 - 856
反应条件
1.1: NaH / tetrahydrofuran / 0.17 h / 0 °C 1.2: 2.86 g / tetrahydrofuran / 0.5 h / Heating 2.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C 3.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C 4.1: O3 / CH2Cl2; methanol / -78 °C 4.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C 5.1: aq. HCl / methanol / 5 h / 70 °C 6.1: H2 / Pd/C / acetic acid / 48 h / 20 °C View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 18, # 7 p. 852 - 856
反应条件
1.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C 2.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C 3.1: O3 / CH2Cl2; methanol / -78 °C 3.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C 4.1: aq. HCl / methanol / 5 h / 70 °C 5.1: H2 / Pd/C / acetic acid / 48 h / 20 °C View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 18, # 7 p. 852 - 856
反应条件
1.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C 2.1: O3 / CH2Cl2; methanol / -78 °C 2.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C 3.1: aq. HCl / methanol / 5 h / 70 °C 4.1: H2 / Pd/C / acetic acid / 48 h / 20 °C View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 18, # 7 p. 852 - 856
反应条件
1.1: O3 / CH2Cl2; methanol / -78 °C 1.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C 2.1: aq. HCl / methanol / 5 h / 70 °C 3.1: H2 / Pd/C / acetic acid / 48 h / 20 °C View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 18, # 7 p. 852 - 856
反应条件
1: aq. HCl / methanol / 5 h / 70 °C 2: H2 / Pd/C / acetic acid / 48 h / 20 °C View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 18, # 7 p. 852 - 856
反应条件
1.1: 89 percent / imidazole / dimethylformamide / 3 h / 20 °C 2.1: AD-mix-β; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 20 h / 0 °C 3.1: NaH / tetrahydrofuran / 1.5 h / 0 °C 3.2: tetrabutylammonium iodide / tetrahydrofuran / 4 h / 20 °C 4.1: p-TsOH / methanol / 3 h / 20 °C 5.1: IBX / tetrahydrofuran; dimethylsulfoxide / 4 h / 20 °C 6.1: NaH / tetrahydrofuran / 0.17 h / 0 °C 6.2: 2.86 g / tetrahydrofuran / 0.5 h / Heating 7.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C 8.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C 9.1: O3 / CH2Cl2; methanol / -78 °C 9.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C 10.1: aq. HCl / methanol / 5 h / 70 °C 11.1: H2 / Pd/C / acetic acid / 48 h / 20 °C View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 18, # 7 p. 852 - 856
反应条件
1.1: AD-mix-β; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 20 h / 0 °C 2.1: NaH / tetrahydrofuran / 1.5 h / 0 °C 2.2: tetrabutylammonium iodide / tetrahydrofuran / 4 h / 20 °C 3.1: p-TsOH / methanol / 3 h / 20 °C 4.1: IBX / tetrahydrofuran; dimethylsulfoxide / 4 h / 20 °C 5.1: NaH / tetrahydrofuran / 0.17 h / 0 °C 5.2: 2.86 g / tetrahydrofuran / 0.5 h / Heating 6.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C 7.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C 8.1: O3 / CH2Cl2; methanol / -78 °C 8.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C 9.1: aq. HCl / methanol / 5 h / 70 °C 10.1: H2 / Pd/C / acetic acid / 48 h / 20 °C View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 18, # 7 p. 852 - 856
