13-{[(3-t-叔丁氧羰基)-2,2-二甲基-4S-苯基-1,3-恶唑烷-5R-基]甲酰基}-7-O-(2,2,2-三氯乙基)氧基]羰基)浆果赤霉素III合成路线 (共 12 条)
反应条件
4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide in toluene T=80°C; 2 h;
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
反应条件
1: 86 percent / H2 / 10percent Pd/C / ethyl acetate / 760 Torr 2: 76 percent / NaHCO3 / CH2Cl2 / 20 °C 3: 99 percent / pyridinium paratoluenesulfonate (PTSP) / toluene / 80 °C 4: 100 percent / LiOH, H2O / ethanol / 20 °C 5: 99 percent / DCC, DMAP / toluene / 2 h / 80 °C View Scheme
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
反应条件
1: 1.) Et3N, Bu2BOTf / 1.) CH2Cl2, -70 to 20 deg C, 2 h, 2.) -78 to 0 deg C, 1 h 2: 81 percent / tetrahydrofuran / 0.25 h / -75 - 15 °C 3: 99 percent / NaN3, NH4Cl / ethanol / 8 h / 60 °C 4: 86 percent / H2 / 10percent Pd/C / ethyl acetate / 760 Torr 5: 76 percent / NaHCO3 / CH2Cl2 / 20 °C 6: 99 percent / pyridinium paratoluenesulfonate (PTSP) / toluene / 80 °C 7: 100 percent / LiOH, H2O / ethanol / 20 °C 8: 99 percent / DCC, DMAP / toluene / 2 h / 80 °C View Scheme
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
反应条件
1: 99 percent / NaN3, NH4Cl / ethanol / 8 h / 60 °C 2: 86 percent / H2 / 10percent Pd/C / ethyl acetate / 760 Torr 3: 76 percent / NaHCO3 / CH2Cl2 / 20 °C 4: 99 percent / pyridinium paratoluenesulfonate (PTSP) / toluene / 80 °C 5: 100 percent / LiOH, H2O / ethanol / 20 °C 6: 99 percent / DCC, DMAP / toluene / 2 h / 80 °C View Scheme
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
反应条件
1: 81 percent / tetrahydrofuran / 0.25 h / -75 - 15 °C 2: 99 percent / NaN3, NH4Cl / ethanol / 8 h / 60 °C 3: 86 percent / H2 / 10percent Pd/C / ethyl acetate / 760 Torr 4: 76 percent / NaHCO3 / CH2Cl2 / 20 °C 5: 99 percent / pyridinium paratoluenesulfonate (PTSP) / toluene / 80 °C 6: 100 percent / LiOH, H2O / ethanol / 20 °C 7: 99 percent / DCC, DMAP / toluene / 2 h / 80 °C View Scheme
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
反应条件
1: 71 percent / pyridine / 0.5 h / 80 °C 2: 99 percent / DCC, DMAP / toluene / 2 h / 80 °C View Scheme
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
反应条件
1: 76 percent / NaHCO3 / CH2Cl2 / 20 °C 2: 99 percent / pyridinium paratoluenesulfonate (PTSP) / toluene / 80 °C 3: 100 percent / LiOH, H2O / ethanol / 20 °C 4: 99 percent / DCC, DMAP / toluene / 2 h / 80 °C View Scheme
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
反应条件
1: 76 percent / NaHCO3 / CH2Cl2 / 20 °C 2: 99 percent / pyridinium paratoluenesulfonate (PTSP) / toluene / 80 °C 3: 100 percent / LiOH, H2O / ethanol / 20 °C 4: 99 percent / DCC, DMAP / toluene / 2 h / 80 °C View Scheme
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
反应条件
1: 67 percent / 0.1N HCl / ethanol / 24 h / 0 °C 2: 71 percent / pyridine / 0.5 h / 80 °C 3: 99 percent / DCC, DMAP / toluene / 2 h / 80 °C View Scheme
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
反应条件
1: 99 percent / pyridinium paratoluenesulfonate (PTSP) / toluene / 80 °C 2: 100 percent / LiOH, H2O / ethanol / 20 °C 3: 99 percent / DCC, DMAP / toluene / 2 h / 80 °C View Scheme
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188