2-甲基-3-[(2E,6E,10E)-3,7,11,15-四甲基十六碳-2,6,10,14-四烯基]萘-1,4-二醇合成路线 （共 11 条）
反应条件
oxygen; sodium chloride in hexane; water; ethyl acetate; toluene T=25 - 40°C; 3 h; Product distribution / selectivity;
参考文献
Eisai Co., Ltd.
Patent: US2007/60761 A1, 2007 ;
Location in patent: Page/Page column 4; 5 ;
反应条件
1: With para-dodecylbenzenesulfonic acid in toluene
T=50°C; 8 h; Industry scale;
2: With potassium hydroxide; sodium dithionite; water in toluene
T=31.9°C; 0.75 h;
3: With methanol; acetic acid
Product distribution / selectivity; more than 3 stages;
参考文献
Eisai Co., Ltd.
Patent: US2007/60761 A1, 2007 ;
Location in patent: Page/Page column 5 ;
反应条件
lithium; ethylamine in tetrahydrofuran
T=-70°C; Title compound not separated from byproducts;
参考文献
Masaki, Yukio; Hashimoto, Kinji; Kaji, Kenji
Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 10 p. 3959 - 3967
反应条件
lithium; ethylamine in tetrahydrofuran
T=-70°C; Title compound not separated from byproducts;
参考文献
Masaki, Yukio; Hashimoto, Kinji; Kaji, Kenji
Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 10 p. 3959 - 3967
反应条件
sodium tetrahydroborate in methanol; di-isopropyl ether
Reduction; 0.166667 h;
参考文献
Takata; Karube; Hanada; Matsunaga; Matsushima; Sendo; Aoyama
Pharmaceutical Research, 1995 , vol. 12, # 1 p. 18 - 23
反应条件
1: 86 percent / 1.) hexamethylphosphoric triamide, BuLi / tetrahydrofuran; hexane / -70 - 0 °C
2: Li in EtNH2 / tetrahydrofuran / -70 °C
View Scheme
参考文献
Masaki, Yukio; Hashimoto, Kinji; Kaji, Kenji
Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 10 p. 3959 - 3967
反应条件
1: 87 percent / 1.) hexamethylphosphoric triamide, BuLi / tetrahydrofuran; hexane / -70 - 0 °C
2: Li in EtNH2 / tetrahydrofuran / -70 °C
View Scheme
参考文献
Masaki, Yukio; Hashimoto, Kinji; Kaji, Kenji
Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 10 p. 3959 - 3967
反应条件
1: PBr3 / diethyl ether / 1.5 h / 0 °C
2: 87 percent / 1.) hexamethylphosphoric triamide, BuLi / tetrahydrofuran; hexane / -70 - 0 °C
3: Li in EtNH2 / tetrahydrofuran / -70 °C
View Scheme
参考文献
Masaki, Yukio; Hashimoto, Kinji; Kaji, Kenji
Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 10 p. 3959 - 3967
反应条件
1: 87 percent / 1.) hexamethylphosphoric triamide, BuLi / tetrahydrofuran; hexane / -70 - 0 °C
2: Li in EtNH2 / tetrahydrofuran / -70 °C
View Scheme
参考文献
Masaki, Yukio; Hashimoto, Kinji; Kaji, Kenji
Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 10 p. 3959 - 3967
反应条件
1: PBr3 / diethyl ether / 1.5 h / 0 °C
2: 86 percent / 1.) hexamethylphosphoric triamide, BuLi / tetrahydrofuran; hexane / -70 - 0 °C
3: Li in EtNH2 / tetrahydrofuran / -70 °C
View Scheme
参考文献
Masaki, Yukio; Hashimoto, Kinji; Kaji, Kenji
Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 10 p. 3959 - 3967
