3-乙基-6-甲氧基-5-甲基-2-[2-[(3E)-3-甲基-4-苯基-3-丁烯-1-基]-4-恶唑基]-4H-吡喃-4-酮合成路线 （共 19 条）
反应条件
manganese(IV) oxide in chloroform
6 h; Heating;
参考文献
Ishibashi, Yasuharu; Ohba, Shigeru; Nishiyama, Shigeru; Yamamura, Shosuke
Tetrahedron Letters, 1996 , vol. 37, # 17 p. 2997 - 3000
反应条件
1: 72 percent / NaH, n-BuLi / tetrahydrofuran / 1 h / 0 °C
2: 1.) NaH, LDA; 2.) DBU / 1.) THF, -78 deg C, 1 h; 2.) benzene, 60 deg C, 3 h
3: 61 percent / CH2Cl2 / 4 h / Ambient temperature
4: H2 / Pd/C / methanol / 3 h / 50 °C
5: pyridine; CH2Cl2 / 2 h / Ambient temperature
6: K2CO3 / methanol / 0.5 h / Ambient temperature
7: OsO4, NMO / acetonitrile; H2O / 12 h / Ambient temperature
8: 84 percent / imidazole / dimethylformamide / 4 h / 0 °C
9: 95 percent / pyridine / 1 h / 0 °C
10: 93 percent / NaN3 / dimethylformamide / 4 h / Ambient temperature
11: H2 / Pd-C / methanol
12: 93 percent / DCC, HOBt, Et3N / tetrahydrofuran / 5 h / Ambient temperature
13: 88 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
14: 77 percent / MsCl, Et3N / CH2Cl2 / 16 h / Ambient temperature
15: 75 percent / MnO2 / CHCl3 / 6 h / Heating
View Scheme
参考文献
Ishibashi, Yasuharu; Ohba, Shigeru; Nishiyama, Shigeru; Yamamura, Shosuke
Tetrahedron Letters, 1996 , vol. 37, # 17 p. 2997 - 3000
反应条件
1: 1.) NaH, LDA; 2.) DBU / 1.) THF, -78 deg C, 1 h; 2.) benzene, 60 deg C, 3 h
2: 61 percent / CH2Cl2 / 4 h / Ambient temperature
3: H2 / Pd/C / methanol / 3 h / 50 °C
4: pyridine; CH2Cl2 / 2 h / Ambient temperature
5: K2CO3 / methanol / 0.5 h / Ambient temperature
6: OsO4, NMO / acetonitrile; H2O / 12 h / Ambient temperature
7: 84 percent / imidazole / dimethylformamide / 4 h / 0 °C
8: 95 percent / pyridine / 1 h / 0 °C
9: 93 percent / NaN3 / dimethylformamide / 4 h / Ambient temperature
10: H2 / Pd-C / methanol
11: 93 percent / DCC, HOBt, Et3N / tetrahydrofuran / 5 h / Ambient temperature
12: 88 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
13: 77 percent / MsCl, Et3N / CH2Cl2 / 16 h / Ambient temperature
14: 75 percent / MnO2 / CHCl3 / 6 h / Heating
View Scheme
参考文献
Ishibashi, Yasuharu; Ohba, Shigeru; Nishiyama, Shigeru; Yamamura, Shosuke
Tetrahedron Letters, 1996 , vol. 37, # 17 p. 2997 - 3000
反应条件
1: OsO4, NMO / acetonitrile; H2O / 12 h / Ambient temperature
2: 84 percent / imidazole / dimethylformamide / 4 h / 0 °C
3: 95 percent / pyridine / 1 h / 0 °C
4: 93 percent / NaN3 / dimethylformamide / 4 h / Ambient temperature
5: H2 / Pd-C / methanol
6: 93 percent / DCC, HOBt, Et3N / tetrahydrofuran / 5 h / Ambient temperature
7: 88 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
8: 77 percent / MsCl, Et3N / CH2Cl2 / 16 h / Ambient temperature
9: 75 percent / MnO2 / CHCl3 / 6 h / Heating
View Scheme
参考文献
Ishibashi, Yasuharu; Ohba, Shigeru; Nishiyama, Shigeru; Yamamura, Shosuke
Tetrahedron Letters, 1996 , vol. 37, # 17 p. 2997 - 3000
反应条件
1: 84 percent / imidazole / dimethylformamide / 4 h / 0 °C
2: 95 percent / pyridine / 1 h / 0 °C
3: 93 percent / NaN3 / dimethylformamide / 4 h / Ambient temperature
4: H2 / Pd-C / methanol
5: 93 percent / DCC, HOBt, Et3N / tetrahydrofuran / 5 h / Ambient temperature
6: 88 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
7: 77 percent / MsCl, Et3N / CH2Cl2 / 16 h / Ambient temperature
8: 75 percent / MnO2 / CHCl3 / 6 h / Heating
View Scheme
参考文献
Ishibashi, Yasuharu; Ohba, Shigeru; Nishiyama, Shigeru; Yamamura, Shosuke
Tetrahedron Letters, 1996 , vol. 37, # 17 p. 2997 - 3000
反应条件
1: H2 / Pd/C / methanol / 3 h / 50 °C
2: pyridine; CH2Cl2 / 2 h / Ambient temperature
3: K2CO3 / methanol / 0.5 h / Ambient temperature
4: OsO4, NMO / acetonitrile; H2O / 12 h / Ambient temperature
5: 84 percent / imidazole / dimethylformamide / 4 h / 0 °C
6: 95 percent / pyridine / 1 h / 0 °C
7: 93 percent / NaN3 / dimethylformamide / 4 h / Ambient temperature
8: H2 / Pd-C / methanol
9: 93 percent / DCC, HOBt, Et3N / tetrahydrofuran / 5 h / Ambient temperature
10: 88 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
11: 77 percent / MsCl, Et3N / CH2Cl2 / 16 h / Ambient temperature
12: 75 percent / MnO2 / CHCl3 / 6 h / Heating
View Scheme
参考文献
Ishibashi, Yasuharu; Ohba, Shigeru; Nishiyama, Shigeru; Yamamura, Shosuke
Tetrahedron Letters, 1996 , vol. 37, # 17 p. 2997 - 3000
反应条件
1: 61 percent / CH2Cl2 / 4 h / Ambient temperature
2: H2 / Pd/C / methanol / 3 h / 50 °C
3: pyridine; CH2Cl2 / 2 h / Ambient temperature
4: K2CO3 / methanol / 0.5 h / Ambient temperature
5: OsO4, NMO / acetonitrile; H2O / 12 h / Ambient temperature
6: 84 percent / imidazole / dimethylformamide / 4 h / 0 °C
7: 95 percent / pyridine / 1 h / 0 °C
8: 93 percent / NaN3 / dimethylformamide / 4 h / Ambient temperature
9: H2 / Pd-C / methanol
10: 93 percent / DCC, HOBt, Et3N / tetrahydrofuran / 5 h / Ambient temperature
11: 88 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
12: 77 percent / MsCl, Et3N / CH2Cl2 / 16 h / Ambient temperature
13: 75 percent / MnO2 / CHCl3 / 6 h / Heating
View Scheme
参考文献
Ishibashi, Yasuharu; Ohba, Shigeru; Nishiyama, Shigeru; Yamamura, Shosuke
Tetrahedron Letters, 1996 , vol. 37, # 17 p. 2997 - 3000
反应条件
1: 95 percent / pyridine / 1 h / 0 °C
2: 93 percent / NaN3 / dimethylformamide / 4 h / Ambient temperature
3: H2 / Pd-C / methanol
4: 93 percent / DCC, HOBt, Et3N / tetrahydrofuran / 5 h / Ambient temperature
5: 88 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
6: 77 percent / MsCl, Et3N / CH2Cl2 / 16 h / Ambient temperature
7: 75 percent / MnO2 / CHCl3 / 6 h / Heating
View Scheme
参考文献
Ishibashi, Yasuharu; Ohba, Shigeru; Nishiyama, Shigeru; Yamamura, Shosuke
Tetrahedron Letters, 1996 , vol. 37, # 17 p. 2997 - 3000
反应条件
1: H2 / Pd-C / methanol
2: 93 percent / DCC, HOBt, Et3N / tetrahydrofuran / 5 h / Ambient temperature
3: 88 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
4: 77 percent / MsCl, Et3N / CH2Cl2 / 16 h / Ambient temperature
5: 75 percent / MnO2 / CHCl3 / 6 h / Heating
View Scheme
参考文献
Ishibashi, Yasuharu; Ohba, Shigeru; Nishiyama, Shigeru; Yamamura, Shosuke
Tetrahedron Letters, 1996 , vol. 37, # 17 p. 2997 - 3000
反应条件
1: 93 percent / NaN3 / dimethylformamide / 4 h / Ambient temperature
2: H2 / Pd-C / methanol
3: 93 percent / DCC, HOBt, Et3N / tetrahydrofuran / 5 h / Ambient temperature
4: 88 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
5: 77 percent / MsCl, Et3N / CH2Cl2 / 16 h / Ambient temperature
6: 75 percent / MnO2 / CHCl3 / 6 h / Heating
View Scheme
参考文献
Ishibashi, Yasuharu; Ohba, Shigeru; Nishiyama, Shigeru; Yamamura, Shosuke
Tetrahedron Letters, 1996 , vol. 37, # 17 p. 2997 - 3000
