2-[(3S,4S,5S,6R)-7-羟基-4,6-二甲氧基-3,5-二甲基庚基]-5,7-二甲氧基-8-(甲氧基甲氧基)-3-甲基-2,3-二氢-4H-1-苯并吡喃-4-酮合成路线 (共 5 条)
反应条件
1.1: oxalyl chloride; DMSO; DIPEA / CH2Cl2 / -78 - 20 °C
2.1: aq. HCl / CH2Cl2 / 0.5 h
3.1: LDA / tetrahydrofuran; hexane / 15 h / -78 °C
3.2: 77 percent / tetrahydrofuran; hexane / -78 - 20 °C
View Scheme
参考文献
Enders, Dieter; Geibel, Gunter; Osborne, Simon
Chemistry - A European Journal, 2000 , vol. 6, # 8 p. 1302 - 1309
反应条件
Multi-step reaction with 4 steps 1: 98 percent / DIPEA / CH2Cl2 / 20 °C2: 240 mg / DMAP / CH2Cl2 / 3 h / 20 °C3: 75 percent / NaOMe / methanol / 2 h / Heating4: 74 percent / H2 / 10 percent Pd/C / methanol / 0.07 h
参考文献
Enders, Dieter; Geibel, Gunter; Osborne, Simon Chemistry - A European Journal, 2000 , vol. 6, # 8 p. 1302 - 1309
反应条件
Multi-step reaction with 6 steps 1: 87 percent / TFA; MCPBA / CH2Cl2 / 16 h / 0 - 5 °C2: 99 percent / aq. HCl / methanol / 2 h / Heating3: 98 percent / DIPEA / CH2Cl2 / 20 °C4: 240 mg / DMAP / CH2Cl2 / 3 h / 20 °C5: 75 percent / NaOMe / methanol / 2 h / Heating6: 74 percent / H2 / 10 percent Pd/C / methanol / 0.07 h
参考文献
Enders, Dieter; Geibel, Gunter; Osborne, Simon Chemistry - A European Journal, 2000 , vol. 6, # 8 p. 1302 - 1309
反应条件
Multi-step reaction with 3 steps 1: 240 mg / DMAP / CH2Cl2 / 3 h / 20 °C2: 75 percent / NaOMe / methanol / 2 h / Heating3: 74 percent / H2 / 10 percent Pd/C / methanol / 0.07 h
参考文献
Enders, Dieter; Geibel, Gunter; Osborne, Simon Chemistry - A European Journal, 2000 , vol. 6, # 8 p. 1302 - 1309
反应条件
Multi-step reaction with 5 steps 1: 100 percent / PDC / dimethylformamide / 20 °C2: DIPEA / CH2Cl2 / 0.5 h / 20 °C3: 240 mg / DMAP / CH2Cl2 / 3 h / 20 °C4: 75 percent / NaOMe / methanol / 2 h / Heating5: 74 percent / H2 / 10 percent Pd/C / methanol / 0.07 h
参考文献
Enders, Dieter; Geibel, Gunter; Osborne, Simon Chemistry - A European Journal, 2000 , vol. 6, # 8 p. 1302 - 1309