Prothracarcin合成路线 (共 16 条)
反应条件
2: 92 percent / diisopropylethylamine / CH2Cl2 / Ambient temperature
3: 95 percent / NaH / tetrahydrofuran / -30 °C
4: 87 percent / NH3 / methanol
5: 90 percent / n-Bu3N, PPh3 / Pd(OAc)2 / toluene / 48 h / 110 °C / 3800 Torr
6: 65 percent / HCl / methanol / 12 h / 50 °C
7: molecular sieve, PCC / CH2Cl2 / 2 h / Ambient temperature
8: 1.) t-BuOK / 1.) THF, 20 min; 2.) THF, room temperature, 1 h
9: 30 percent / MCPBA, NaHCO3 / not given
10: 1.) Li, ClPPh2 / 1.) THF; 2.) THF
11: 1.) NaBH4; 2.) silica gel / 1.) EtOH, 0 degC, 3 h; 2.) room temperature, 30 min, benzene
View Scheme
参考文献
Mori, Miwako; Uozumi, Yasuhiro; Kimura, Masaya; Ban, Yoshio
Tetrahedron, 1986 , vol. 42, # 14 p. 3793 - 3806
反应条件
1: 90 percent / n-Bu3N, PPh3 / Pd(OAc)2 / toluene / 48 h / 110 °C / 3800 Torr
2: 65 percent / HCl / methanol / 12 h / 50 °C
3: molecular sieve, PCC / CH2Cl2 / 2 h / Ambient temperature
4: 1.) t-BuOK / 1.) THF, 20 min; 2.) THF, room temperature, 1 h
5: 30 percent / MCPBA, NaHCO3 / not given
6: 1.) Li, ClPPh2 / 1.) THF; 2.) THF
7: 1.) NaBH4; 2.) silica gel / 1.) EtOH, 0 degC, 3 h; 2.) room temperature, 30 min, benzene
View Scheme
参考文献
Mori, Miwako; Uozumi, Yasuhiro; Kimura, Masaya; Ban, Yoshio
Tetrahedron, 1986 , vol. 42, # 14 p. 3793 - 3806
反应条件
1: 92 percent / diisopropylethylamine / CH2Cl2 / Ambient temperature
2: 95 percent / NaH / tetrahydrofuran / -30 °C
3: 87 percent / NH3 / methanol
4: 90 percent / n-Bu3N, PPh3 / Pd(OAc)2 / toluene / 48 h / 110 °C / 3800 Torr
5: 65 percent / HCl / methanol / 12 h / 50 °C
6: molecular sieve, PCC / CH2Cl2 / 2 h / Ambient temperature
7: 1.) t-BuOK / 1.) THF, 20 min; 2.) THF, room temperature, 1 h
8: 30 percent / MCPBA, NaHCO3 / not given
9: 1.) Li, ClPPh2 / 1.) THF; 2.) THF
10: 1.) NaBH4; 2.) silica gel / 1.) EtOH, 0 degC, 3 h; 2.) room temperature, 30 min, benzene
View Scheme
参考文献
Mori, Miwako; Uozumi, Yasuhiro; Kimura, Masaya; Ban, Yoshio
Tetrahedron, 1986 , vol. 42, # 14 p. 3793 - 3806
反应条件
2: 92 percent / diisopropylethylamine / CH2Cl2 / Ambient temperature
3: 95 percent / NaH / tetrahydrofuran / -30 °C
4: 87 percent / NH3 / methanol
5: 90 percent / n-Bu3N, PPh3 / Pd(OAc)2 / toluene / 48 h / 110 °C / 3800 Torr
6: 65 percent / HCl / methanol / 12 h / 50 °C
7: molecular sieve, PCC / CH2Cl2 / 2 h / Ambient temperature
8: 1.) t-BuOK / 1.) THF, 20 min; 2.) THF, room temperature, 1 h
9: 30 percent / MCPBA, NaHCO3 / not given
10: 1.) Li, ClPPh2 / 1.) THF; 2.) THF
11: 1.) NaBH4; 2.) silica gel / 1.) EtOH, 0 degC, 3 h; 2.) room temperature, 30 min, benzene
View Scheme
参考文献
Mori, Miwako; Uozumi, Yasuhiro; Kimura, Masaya; Ban, Yoshio
Tetrahedron, 1986 , vol. 42, # 14 p. 3793 - 3806
反应条件
1: 95 percent / NaH / tetrahydrofuran / -30 °C
2: 87 percent / NH3 / methanol
3: 90 percent / n-Bu3N, PPh3 / Pd(OAc)2 / toluene / 48 h / 110 °C / 3800 Torr
4: 65 percent / HCl / methanol / 12 h / 50 °C
5: molecular sieve, PCC / CH2Cl2 / 2 h / Ambient temperature
6: 1.) t-BuOK / 1.) THF, 20 min; 2.) THF, room temperature, 1 h
7: 30 percent / MCPBA, NaHCO3 / not given
8: 1.) Li, ClPPh2 / 1.) THF; 2.) THF
9: 1.) NaBH4; 2.) silica gel / 1.) EtOH, 0 degC, 3 h; 2.) room temperature, 30 min, benzene
View Scheme
参考文献
Mori, Miwako; Uozumi, Yasuhiro; Kimura, Masaya; Ban, Yoshio
Tetrahedron, 1986 , vol. 42, # 14 p. 3793 - 3806
反应条件
1: 87 percent / NH3 / methanol
2: 90 percent / n-Bu3N, PPh3 / Pd(OAc)2 / toluene / 48 h / 110 °C / 3800 Torr
3: 65 percent / HCl / methanol / 12 h / 50 °C
4: molecular sieve, PCC / CH2Cl2 / 2 h / Ambient temperature
5: 1.) t-BuOK / 1.) THF, 20 min; 2.) THF, room temperature, 1 h
6: 30 percent / MCPBA, NaHCO3 / not given
7: 1.) Li, ClPPh2 / 1.) THF; 2.) THF
8: 1.) NaBH4; 2.) silica gel / 1.) EtOH, 0 degC, 3 h; 2.) room temperature, 30 min, benzene
View Scheme
参考文献
Mori, Miwako; Uozumi, Yasuhiro; Kimura, Masaya; Ban, Yoshio
Tetrahedron, 1986 , vol. 42, # 14 p. 3793 - 3806
反应条件
3: 49 percent / n-Bu3N, PPh3 / Pd(OAc)2 / toluene / 48 h / 110 °C / 3800 Torr
4: 65 percent / HCl / methanol / 12 h / 50 °C
5: molecular sieve, PCC / CH2Cl2 / 2 h / Ambient temperature
6: 1.) t-BuOK / 1.) THF, 20 min; 2.) THF, room temperature, 1 h
7: 30 percent / MCPBA, NaHCO3 / not given
8: 1.) Li, ClPPh2 / 1.) THF; 2.) THF
9: 1.) NaBH4; 2.) silica gel / 1.) EtOH, 0 degC, 3 h; 2.) room temperature, 30 min, benzene
View Scheme
参考文献
Mori, Miwako; Uozumi, Yasuhiro; Kimura, Masaya; Ban, Yoshio
Tetrahedron, 1986 , vol. 42, # 14 p. 3793 - 3806
反应条件
1: CH2Cl2 / 1 h / 0 °C
3: 92 percent / diisopropylethylamine / CH2Cl2 / Ambient temperature
4: 95 percent / NaH / tetrahydrofuran / -30 °C
5: 87 percent / NH3 / methanol
6: 90 percent / n-Bu3N, PPh3 / Pd(OAc)2 / toluene / 48 h / 110 °C / 3800 Torr
7: 65 percent / HCl / methanol / 12 h / 50 °C
8: molecular sieve, PCC / CH2Cl2 / 2 h / Ambient temperature
9: 1.) t-BuOK / 1.) THF, 20 min; 2.) THF, room temperature, 1 h
10: 30 percent / MCPBA, NaHCO3 / not given
11: 1.) Li, ClPPh2 / 1.) THF; 2.) THF
12: 1.) NaBH4; 2.) silica gel / 1.) EtOH, 0 degC, 3 h; 2.) room temperature, 30 min, benzene
View Scheme
参考文献
Mori, Miwako; Uozumi, Yasuhiro; Kimura, Masaya; Ban, Yoshio
Tetrahedron, 1986 , vol. 42, # 14 p. 3793 - 3806
反应条件
1: 65 percent / HCl / methanol / 12 h / 50 °C
2: molecular sieve, PCC / CH2Cl2 / 2 h / Ambient temperature
3: 1.) t-BuOK / 1.) THF, 20 min; 2.) THF, room temperature, 1 h
4: 30 percent / MCPBA, NaHCO3 / not given
5: 1.) Li, ClPPh2 / 1.) THF; 2.) THF
6: 1.) NaBH4; 2.) silica gel / 1.) EtOH, 0 degC, 3 h; 2.) room temperature, 30 min, benzene
View Scheme
参考文献
Mori, Miwako; Uozumi, Yasuhiro; Kimura, Masaya; Ban, Yoshio
Tetrahedron, 1986 , vol. 42, # 14 p. 3793 - 3806
反应条件
1: molecular sieve, PCC / CH2Cl2 / 2 h / Ambient temperature
2: 1.) t-BuOK / 1.) THF, 20 min; 2.) THF, room temperature, 1 h
3: 30 percent / MCPBA, NaHCO3 / not given
4: 1.) Li, ClPPh2 / 1.) THF; 2.) THF
5: 1.) NaBH4; 2.) silica gel / 1.) EtOH, 0 degC, 3 h; 2.) room temperature, 30 min, benzene
View Scheme
参考文献
Mori, Miwako; Uozumi, Yasuhiro; Kimura, Masaya; Ban, Yoshio
Tetrahedron, 1986 , vol. 42, # 14 p. 3793 - 3806