2-(r)-3,6-二氢-2H-吡喃-3-基-N,N-二甲基乙酰胺合成路线 (共 10 条)
反应条件
1: 81 percent / I2 / tetrahydrofuran; H2O / 0 °C 2: 86 percent / NaBH4 / ethanol 3: 93 percent / imidazole / dimethylformamide 4: 94 percent / xylene / 7 h / Heating 5: 81 percent / tetrahydrofuran / -78 °C 6: 85 percent / N-Methylmorpholine-N-oxide, OsO4 7: 93 percent / anhydr. CuSO4, TsOH 8: 75 percent / tetrahydrofuran / 24 h / Ambient temperature 9: 87 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 10: 80 percent / PCC,molecular sieve / CH2Cl2 / 1 h / Ambient temperature 11: 1.) n-BuLi / 2.) THF, -40 to -30 deg C, 2 h and 0 deg C, 30 min. 12: 50percent aq. AcOH / 72 h / Ambient temperature View Scheme
参考文献
Fleet, G. W. J.; Gough, M. J.; Shing, T. K. M.
Tetrahedron Letters, 1983 , vol. 24, # 34 p. 3661 - 3664
反应条件
1: acetic acid / ethyl acetate
2: 200 °C
3: 60 percent / xylene / Heating
View Scheme
参考文献
Fleet, G. W. J.; Gough, M. J.
Tetrahedron Letters, 1982 , vol. 23, # 43 p. 4509 - 4512
反应条件
in xylene
18 h; Heating;
参考文献
Fleet, G. W. J.; Gough, M. J.; Shing, T. K. M.
Tetrahedron Letters, 1983 , vol. 24, # 34 p. 3661 - 3664
反应条件
1: 91 percent / MeONa / methanol
2: acetic acid / ethyl acetate
3: 200 °C
4: 60 percent / xylene / Heating
View Scheme
参考文献
Fleet, G. W. J.; Gough, M. J.
Tetrahedron Letters, 1982 , vol. 23, # 43 p. 4509 - 4512
反应条件
1: 86 percent / H2, Et3N / Pd
2: 91 percent / MeONa / methanol
3: acetic acid / ethyl acetate
4: 200 °C
5: 60 percent / xylene / Heating
View Scheme
参考文献
Fleet, G. W. J.; Gough, M. J.
Tetrahedron Letters, 1982 , vol. 23, # 43 p. 4509 - 4512
反应条件
1: HBr, Ac2O
2: 1.) Hydrogen, Et3N 2.) MeONa / 2.) MeOH
3: 1.) HC(OEt)3 / 1.) AcOH / 1.) EtOAc 2.) 250 deg C
4: 82 percent / xylene / 18 h / Heating
View Scheme
参考文献
Fleet, G. W. J.; Gough, M. J.; Shing, T. K. M.
Tetrahedron Letters, 1983 , vol. 24, # 34 p. 3661 - 3664
反应条件
1: 200 °C
2: 60 percent / xylene / Heating
View Scheme
参考文献
Fleet, G. W. J.; Gough, M. J.
Tetrahedron Letters, 1982 , vol. 23, # 43 p. 4509 - 4512
反应条件
1: 81 percent / I2 / tetrahydrofuran; H2O / 0 °C
2: 86 percent / NaBH4 / ethanol
View Scheme
参考文献
Fleet, G. W. J.; Gough, M. J.; Shing, T. K. M.
Tetrahedron Letters, 1983 , vol. 24, # 34 p. 3661 - 3664
反应条件
1: 81 percent / I2 / tetrahydrofuran; H2O / 0 °C
2: 86 percent / NaBH4 / ethanol
3: 93 percent / imidazole / dimethylformamide
View Scheme
参考文献
Fleet, G. W. J.; Gough, M. J.; Shing, T. K. M.
Tetrahedron Letters, 1983 , vol. 24, # 34 p. 3661 - 3664
反应条件
1: 81 percent / I2 / tetrahydrofuran; H2O / 0 °C
2: 86 percent / NaBH4 / ethanol
3: 93 percent / imidazole / dimethylformamide
4: 94 percent / xylene / 7 h / Heating
5: 81 percent / tetrahydrofuran / -78 °C
6: 85 percent / N-Methylmorpholine-N-oxide, OsO4
7: 93 percent / anhydr. CuSO4, TsOH
8: 75 percent / tetrahydrofuran / 24 h / Ambient temperature
9: 87 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature
10: 80 percent / PCC,molecular sieve / CH2Cl2 / 1 h / Ambient temperature
11: 1.) n-BuLi / 2.) THF, -40 to -30 deg C, 2 h and 0 deg C, 30 min.
12: 50percent aq. AcOH / 72 h / Ambient temperature
View Scheme
参考文献
Fleet, G. W. J.; Gough, M. J.; Shing, T. K. M.
Tetrahedron Letters, 1983 , vol. 24, # 34 p. 3661 - 3664