1002754-04-2合成路线 (共 12 条)
反应条件
1: NaBH4 / CH2Cl2; methanol / -78 °C 2: pyridine; DMAP / CH2Cl2 / 20 °C 3: TMSN3 / allylpalladium chloride dimer; 1,4-bis(diphenylphosphino)butane / tetrahydrofuran / 50 °C 4: TBAF / tetrahydrofuran / 20 °C 5: triethylamine / CH2Cl2 6: N-methylmorpholine N-oxide; water / OsO4 / 2-methyl-propan-2-ol; acetone 7: H2 / Pd(OH)2/C / ethanol / 20 °C / 5171.48 Torr View Scheme
参考文献
Guo, Haibing; O'Doherty, George A.
Organic Letters, 2006 , vol. 8, # 8 p. 1609 - 1612
反应条件
Multi-step reaction with 6 steps 1: NaBH4 / CH2Cl2; methanol / -78 °C2: pyridine; DMAP / CH2Cl2 / 20 °C3: TMSN3 / allylpalladium chloride dimer; 1,4-bis(diphenylphosphino)butane / tetrahydrofuran / 50 °C4: TBAF / tetrahydrofuran / 20 °C5: triethylamine / CH2Cl2 6: N-methylmorpholine N-oxide; water / OsO4 / 2-methyl-propan-2-ol; acetone
参考文献
Guo, Haibing; O'Doherty, George A. Organic Letters, 2006 , vol. 8, # 8 p. 1609 - 1612
反应条件
Multi-step reaction with 3 steps 1: NaBH4 / CH2Cl2; methanol / -78 °C2: pyridine; DMAP / CH2Cl2 / 20 °C3: TMSN3 / allylpalladium chloride dimer; 1,4-bis(diphenylphosphino)butane / tetrahydrofuran / 50 °C
参考文献
Guo, Haibing; O'Doherty, George A. Organic Letters, 2006 , vol. 8, # 8 p. 1609 - 1612
反应条件
Multi-step reaction with 2 steps 1: DMAP / CH2Cl2 / -78 °C2: Pd2(DBA)3*CHCl3; triphenylphosphine / CH2Cl2 / 0 - 20 °C
参考文献
Guo, Haibing; O'Doherty, George A. Organic Letters, 2006 , vol. 8, # 8 p. 1609 - 1612
反应条件
Multi-step reaction with 5 steps 1: 98 percent / imidazole / dimethylformamide / 0 - 20 °C2: formic acid; triethylamine / Ru(η6-mesitylene)-(R,R)-TsDPEN / CH2Cl2 / 20 °C3: NBS; H2O; NaHCO3 / NaOAc*3H2O / tetrahydrofuran / 0 °C4: DMAP / CH2Cl2 / -78 °C5: Pd2(DBA)3*CHCl3; triphenylphosphine / CH2Cl2 / 0 - 20 °C
参考文献
Guo, Haibing; O'Doherty, George A. Organic Letters, 2006 , vol. 8, # 8 p. 1609 - 1612
反应条件
Multi-step reaction with 5 steps 1: NaBH4 / CH2Cl2; methanol / -78 °C2: pyridine; DMAP / CH2Cl2 / 20 °C3: TMSN3 / allylpalladium chloride dimer; 1,4-bis(diphenylphosphino)butane / tetrahydrofuran / 50 °C4: N-methylmorpholine N-oxide; water / OsO4 / 2-methyl-propan-2-ol; acetone5: para-toluenesulfonic acid monohydrate / acetone / 0 °C
参考文献
Guo, Haibing; O'Doherty, George A. Organic Letters, 2006 , vol. 8, # 8 p. 1609 - 1612
反应条件
Multi-step reaction with 2 steps 1: NaBH4 / CH2Cl2; methanol / -78 °C2: pyridine; DMAP / CH2Cl2 / 20 °C
参考文献
Guo, Haibing; O'Doherty, George A. Organic Letters, 2006 , vol. 8, # 8 p. 1609 - 1612
反应条件
Multi-step reaction with 4 steps 1: NaBH4 / CH2Cl2; methanol / -78 °C2: pyridine; DMAP / CH2Cl2 / 20 °C3: TMSN3 / allylpalladium chloride dimer; 1,4-bis(diphenylphosphino)butane / tetrahydrofuran / 50 °C4: N-methylmorpholine N-oxide; water / OsO4 / 2-methyl-propan-2-ol; acetone
参考文献
Guo, Haibing; O'Doherty, George A. Organic Letters, 2006 , vol. 8, # 8 p. 1609 - 1612
反应条件
Multi-step reaction with 6 steps 1: NaBH4 / CH2Cl2; methanol / -78 °C2: pyridine; DMAP / CH2Cl2 / 20 °C3: TMSN3 / allylpalladium chloride dimer; 1,4-bis(diphenylphosphino)butane / tetrahydrofuran / 50 °C4: N-methylmorpholine N-oxide; water / OsO4 / 2-methyl-propan-2-ol; acetone5: para-toluenesulfonic acid monohydrate / acetone / 0 °C6: TBAF / tetrahydrofuran / 20 °C
参考文献
Guo, Haibing; O'Doherty, George A. Organic Letters, 2006 , vol. 8, # 8 p. 1609 - 1612
反应条件
Multi-step reaction with 7 steps 1: NaBH4 / CH2Cl2; methanol / -78 °C2: pyridine; DMAP / CH2Cl2 / 20 °C3: TMSN3 / allylpalladium chloride dimer; 1,4-bis(diphenylphosphino)butane / tetrahydrofuran / 50 °C4: N-methylmorpholine N-oxide; water / OsO4 / 2-methyl-propan-2-ol; acetone5: para-toluenesulfonic acid monohydrate / acetone / 0 °C6: TBAF / tetrahydrofuran / 20 °C7: triethylamine / CH2Cl2 / 0 °C
参考文献
Guo, Haibing; O'Doherty, George A. Organic Letters, 2006 , vol. 8, # 8 p. 1609 - 1612