三苯基-(3,4,5-三甲氧基-苄基)-溴化膦合成路线 (共 26 条)
反应条件
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -23 °C
1.2: 66 percent / tetrahydrofuran; hexane / 21 h / -23 - 20 °C
2.1: 63 percent / NiCl2*6H2O; NaBH4 / methanol / 0.5 h / 20 °C
View Scheme
参考文献
Ohsumi, Koji; Nakagawa, Ryusuke; Fukuda, Yumiko; Hatanaka, Toshihiro; Morinaga, Yoshihiro; Nihei, Yukio; Ohishi, Kazuo; Suga, Yasuyo; Akiyama, Yukio; Tsuji, Takashi
Journal of Medicinal Chemistry, 1998 , vol. 41, # 16 p. 3022 - 3032
反应条件
sodium methylate in methanol; toluene
T=5 - 13°C; Wittig Reaction; Product distribution / selectivity;
参考文献
AVENTIS PHARMA SA
Patent: JP2005/522478 A, 2005 ;
Location in patent: Page/Page column 14 ;
反应条件
1: n-BuLi / tetrahydrofuran
2: (n-Bu)4NF / tetrahydrofuran
4: MCPBA
View Scheme
参考文献
Bedford, Simon B.; Quarterman, Charmaine P.; Rathbone, Daniel L.; Slack, John A.; Griffin, Roger J.; Stevens, Malcolm F. G.
Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 2 p. 157 - 160
反应条件
n-butyllithium
Title compound not separated from byproducts;
参考文献
Bedford, Simon B.; Quarterman, Charmaine P.; Rathbone, Daniel L.; Slack, John A.; Griffin, Roger J.; Stevens, Malcolm F. G.
Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 2 p. 157 - 160
反应条件
1: With sodium hydride in tetrahydrofuran
T=0 - 20°C; 24 h;
2: With tetrabutyl ammonium fluoride in dichloromethane
T=20°C; 1 h;
参考文献
SIGMA-TAU INDUSTRIE FARMACEUTICHE RIUNITE S.p.A.
Patent: WO2005/7635 A2, 2005 ;
Location in patent: Page 24; 27-28 ;
反应条件
1: 27 percent / NaH / benzene / 16 h / Ambient temperature
2: 80 percent / n-Bu4NF / tetrahydrofuran / 0.5 h / Ambient temperature
3: H2 / 10percent Pd/C / ethyl acetate / 4 h / 2068.6 Torr
View Scheme
参考文献
Cushman, Mark; Nagarathnam, Dhanapalan; Gopal, D.; Chakraborti, Asit K.; Lin, Chii M.; Hamel, Ernest
Journal of Medicinal Chemistry, 1991 , vol. 34, # 8 p. 2579 - 2588