BOC-4-去氢-L-脯氨酸合成路线 （共 35 条）
反应条件
1: m-chloroperoxybenzoic acid / CH2Cl2 / 0 °C 2: 58 percent / toluene / 3 h / Heating View Scheme
参考文献
Synthesis, , # 9 p. 753 - 756
反应条件
1: (i-Pr)2NEt; LiCl / acetonitrile; hexane; CHCl3 / 3.5 h / -78 - -20 °C 2: 41 percent / DIBAL-H / toluene / 2 h / -78 - 0 °C 3: Et3N / tetrahydrofuran / 0.75 h / -78 - 0 °C 4: NaH / dimethylformamide / 0.75 h / 0 °C 5: 74 percent / TBAF / tetrahydrofuran / 2.5 h / 0 °C 6: (COCl)2; DMSO; (i-Pr)2NEt / CHCl3; hexane / 1.5 h / -78 - 0 °C 7: NaClO2; NaH2PO4*2H2O; 2-methylbut-2-ene / H2O; 2-methyl-propan-2-ol / 2 h / 20 °C 8: diethyl ether / 0.5 h / 0 °C View Scheme
参考文献
Journal of the Chemical Society - Perkin Transactions 1, , # 15 p. 2155 - 2163
反应条件
1: (COCl)2; DMSO; (i-Pr)2NEt / CHCl3; hexane / 1.5 h / -78 - 0 °C 2: NaClO2; NaH2PO4*2H2O; 2-methylbut-2-ene / H2O; 2-methyl-propan-2-ol / 2 h / 20 °C 3: diethyl ether / 0.5 h / 0 °C View Scheme
参考文献
Journal of the Chemical Society - Perkin Transactions 1, , # 15 p. 2155 - 2163
反应条件
1: (COCl)2; DMSO; (i-Pr)2NEt / CHCl3; hexane / 1.5 h / -78 °C 2: (i-Pr)2NEt; LiCl / acetonitrile; hexane; CHCl3 / 3.5 h / -78 - -20 °C 3: 41 percent / DIBAL-H / toluene / 2 h / -78 - 0 °C 4: Et3N / tetrahydrofuran / 0.75 h / -78 - 0 °C 5: NaH / dimethylformamide / 0.75 h / 0 °C 6: 74 percent / TBAF / tetrahydrofuran / 2.5 h / 0 °C 7: (COCl)2; DMSO; (i-Pr)2NEt / CHCl3; hexane / 1.5 h / -78 - 0 °C 8: NaClO2; NaH2PO4*2H2O; 2-methylbut-2-ene / H2O; 2-methyl-propan-2-ol / 2 h / 20 °C 9: diethyl ether / 0.5 h / 0 °C View Scheme
参考文献
Journal of the Chemical Society - Perkin Transactions 1, , # 15 p. 2155 - 2163
反应条件
1: 74 percent / TBAF / tetrahydrofuran / 2.5 h / 0 °C 2: (COCl)2; DMSO; (i-Pr)2NEt / CHCl3; hexane / 1.5 h / -78 - 0 °C 3: NaClO2; NaH2PO4*2H2O; 2-methylbut-2-ene / H2O; 2-methyl-propan-2-ol / 2 h / 20 °C 4: diethyl ether / 0.5 h / 0 °C View Scheme
参考文献
Journal of the Chemical Society - Perkin Transactions 1, , # 15 p. 2155 - 2163
反应条件
1: Et3N / tetrahydrofuran / 0.75 h / -78 - 0 °C 2: NaH / dimethylformamide / 0.75 h / 0 °C 3: 74 percent / TBAF / tetrahydrofuran / 2.5 h / 0 °C 4: (COCl)2; DMSO; (i-Pr)2NEt / CHCl3; hexane / 1.5 h / -78 - 0 °C 5: NaClO2; NaH2PO4*2H2O; 2-methylbut-2-ene / H2O; 2-methyl-propan-2-ol / 2 h / 20 °C 6: diethyl ether / 0.5 h / 0 °C View Scheme
参考文献
Journal of the Chemical Society - Perkin Transactions 1, , # 15 p. 2155 - 2163
反应条件
1: 41 percent / DIBAL-H / toluene / 2 h / -78 - 0 °C 2: Et3N / tetrahydrofuran / 0.75 h / -78 - 0 °C 3: NaH / dimethylformamide / 0.75 h / 0 °C 4: 74 percent / TBAF / tetrahydrofuran / 2.5 h / 0 °C 5: (COCl)2; DMSO; (i-Pr)2NEt / CHCl3; hexane / 1.5 h / -78 - 0 °C 6: NaClO2; NaH2PO4*2H2O; 2-methylbut-2-ene / H2O; 2-methyl-propan-2-ol / 2 h / 20 °C 7: diethyl ether / 0.5 h / 0 °C View Scheme
参考文献
Journal of the Chemical Society - Perkin Transactions 1, , # 15 p. 2155 - 2163
反应条件
1: NaH / dimethylformamide / 0.75 h / 0 °C 2: 74 percent / TBAF / tetrahydrofuran / 2.5 h / 0 °C 3: (COCl)2; DMSO; (i-Pr)2NEt / CHCl3; hexane / 1.5 h / -78 - 0 °C 4: NaClO2; NaH2PO4*2H2O; 2-methylbut-2-ene / H2O; 2-methyl-propan-2-ol / 2 h / 20 °C 5: diethyl ether / 0.5 h / 0 °C View Scheme
参考文献
Journal of the Chemical Society - Perkin Transactions 1, , # 15 p. 2155 - 2163
反应条件
T=160°C; Title compound not separated from byproducts;
参考文献
Chemical and Pharmaceutical Bulletin, , vol. 32, # 10 p. 3918 - 3925
反应条件
1: in dichloromethane T=5°C; 12 h; 2: With sodium hydrogencarbonate in dichloromethane; water Product distribution / selectivity;
参考文献
WO2006/80401 A1, ;
Page/Page column 42-44 ;
