(3E,13E)-1-乙酰氧基-3,13-十八碳二烯合成路线 (共 15 条)
反应条件
1.1: lithium; ethylamine / 1 h / -5 °C
2.1: p-toluenesulfonic acid / ethanol / 3 h / Heating
3.1: iodine; triphenylphosphine; imidazole / diethyl ether; acetonitrile / 1 h / 0 °C
4.1: n-butyllithium / tetrahydrofuran
4.2: tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / 20 °C
5.1: lithium; ethylamine / 1 h / -5 °C
6.1: p-toluenesulfonic acid / ethanol / 3 h / Heating
7.1: 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
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
1: lithium; ethylamine / 1 h / -5 °C
2: p-toluenesulfonic acid / ethanol / 3 h / Heating
3: 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
in pyridine; diethyl ether
T=25°C; 5 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Vinczer, Peter; Baan, Gabor; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Synthetic Communications, 1985 , vol. 15, # 14 p. 1257 - 1270
反应条件
pyridine; 4-(N,N-dimethlyamino)pyridine
参考文献
Armstrong-Chong, Rosemary J.; Matthews, Kristopher; Chong, J. Michael
Tetrahedron, 2004 , vol. 60, # 45 p. 10239 - 10244