四氢-2-[(E)-9-十四碳烯基氧基]-2H-吡喃合成路线 （共 8 条）
反应条件
pyridinium p-toluenesulfonate in methanol
T=45°C;
参考文献
Cheskis, B. A.; Ivanova, N. M.; Moiseenkov, A. M.; Nefedov, O. M.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1990 , vol. 39, # 11 p. 2296 - 2300
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1990 , # 11 p. 2539 - 2544
反应条件
1.1: p-toluenesulfonic acid / ethanol / 3 h / Heating
2.1: iodine; triphenylphosphine; imidazole / diethyl ether; acetonitrile / 1 h / 0 °C
3.1: n-butyllithium / tetrahydrofuran
3.2: tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / 20 °C
4.1: lithium; ethylamine / 1 h / -5 °C
5.1: p-toluenesulfonic acid / ethanol / 3 h / Heating
6.1: 93 percent / pyridine / 0.5 h / 20 °C
View Scheme
参考文献
Naka, Hideshi; Nakazawa, Tomotake; Sugie, Mieko; Yamamoto, Masanobu; Horie, Yoshiteru; Wakasugi, Ryohei; Arita, Yutaka; Sugie, Hajime; Tsuchida, Koji; Ando, Tetsu
Bioscience, Biotechnology and Biochemistry, 2006 , vol. 70, # 2 p. 508 - 516
反应条件
lithium; ethylamine
T=-5°C; Birch reduction; 1 h;
参考文献
Naka, Hideshi; Nakazawa, Tomotake; Sugie, Mieko; Yamamoto, Masanobu; Horie, Yoshiteru; Wakasugi, Ryohei; Arita, Yutaka; Sugie, Hajime; Tsuchida, Koji; Ando, Tetsu
Bioscience, Biotechnology and Biochemistry, 2006 , vol. 70, # 2 p. 508 - 516
反应条件
1.1: 3 h
2.1: n-butyllithium / tetrahydrofuran
2.2: tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / 20 °C
3.1: lithium; ethylamine / 1 h / -5 °C
View Scheme
参考文献
Naka, Hideshi; Nakazawa, Tomotake; Sugie, Mieko; Yamamoto, Masanobu; Horie, Yoshiteru; Wakasugi, Ryohei; Arita, Yutaka; Sugie, Hajime; Tsuchida, Koji; Ando, Tetsu
Bioscience, Biotechnology and Biochemistry, 2006 , vol. 70, # 2 p. 508 - 516
反应条件
1.1: n-butyllithium / tetrahydrofuran
1.2: tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / 20 °C
2.1: lithium; ethylamine / 1 h / -5 °C
View Scheme
参考文献
Naka, Hideshi; Nakazawa, Tomotake; Sugie, Mieko; Yamamoto, Masanobu; Horie, Yoshiteru; Wakasugi, Ryohei; Arita, Yutaka; Sugie, Hajime; Tsuchida, Koji; Ando, Tetsu
Bioscience, Biotechnology and Biochemistry, 2006 , vol. 70, # 2 p. 508 - 516
反应条件
1.1: HBr / toluene / 18 h / Heating
2.1: 3 h
3.1: n-butyllithium / tetrahydrofuran
3.2: tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / 20 °C
4.1: lithium; ethylamine / 1 h / -5 °C
View Scheme
参考文献
Naka, Hideshi; Nakazawa, Tomotake; Sugie, Mieko; Yamamoto, Masanobu; Horie, Yoshiteru; Wakasugi, Ryohei; Arita, Yutaka; Sugie, Hajime; Tsuchida, Koji; Ando, Tetsu
Bioscience, Biotechnology and Biochemistry, 2006 , vol. 70, # 2 p. 508 - 516
反应条件
1.1: 3 h
2.1: n-butyllithium / tetrahydrofuran
2.2: tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / 20 °C
3.1: lithium; ethylamine / 1 h / -5 °C
View Scheme
参考文献
Naka, Hideshi; Nakazawa, Tomotake; Sugie, Mieko; Yamamoto, Masanobu; Horie, Yoshiteru; Wakasugi, Ryohei; Arita, Yutaka; Sugie, Hajime; Tsuchida, Koji; Ando, Tetsu
Bioscience, Biotechnology and Biochemistry, 2006 , vol. 70, # 2 p. 508 - 516
反应条件
dilithium tetrachlorocuprate; magnesium
1) THF, 2) THF, -70 deg C to 20 deg C; Yield given. Multistep reaction;
参考文献
Cheskis, B. A.; Ivanova, N. M.; Moiseenkov, A. M.; Nefedov, O. M.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1990 , vol. 39, # 11 p. 2296 - 2300
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1990 , # 11 p. 2539 - 2544
