(5-羧基戊基)三苯基溴化磷合成路线 （共 27 条）
反应条件
sodium hydride
1.) DMSO, RT, 10 min, 2.) DMSO, RT; Yield given. Multistep reaction;
参考文献
Kato, Kaneyoshi; Ohkawa, Shigenori; Terao, Shinji; Terashita, Zen-ichi; Nishikawa, Kohei
Journal of Medicinal Chemistry, 1985 , vol. 28, # 3 p. 287 - 294
反应条件
sodium hydride
1.) DMSO, RT, 10 min, 2.) DMSO, RT; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Kato, Kaneyoshi; Ohkawa, Shigenori; Terao, Shinji; Terashita, Zen-ichi; Nishikawa, Kohei
Journal of Medicinal Chemistry, 1985 , vol. 28, # 3 p. 287 - 294
反应条件
1: 1.) t-BuOK / 1.) THF, 0 deg C, 20 min, 2.) THF, RT
2: H2 / 10percent Pd/C / 2942.03 Torr
3: LiAlH4
4: (COCl)2, DMSO / CH2Cl2 / 0.33 h
View Scheme
参考文献
Kiuchi, Fumiyuki; Nakamura, Norio; Saito, Makiko; Komagome, Kazue; Hiramatsu, Hirokuni; Takimoto, Noriaki; Akao, Nobuaki; Kondo, Kaoru; Tsuda, Yoshisuke
Chemical and Pharmaceutical Bulletin, 1997 , vol. 45, # 4 p. 685 - 696
反应条件
1: (5-carboxy-l-pentyl)triphenylphosphonium bromide With sodium hexamethyldisilazane in tetrahydrofuran
T=20°C; 2 h; Inert atmosphere;
2: hexanal in tetrahydrofuran
T=20°C; Wittig reaction; 3 h; stereoselective reaction;
参考文献
Wube, Abraham A.; Huefner, Antje; Thomaschitz, Christina; Blunder, Martina; Kollroser, Manfred; Bauer, Rudolf; Bucar, Franz
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 1 p. 567 - 579
反应条件
1: DMSO, 80percentig NaH / 0.25 h
2: dimethylsulfoxide / 1) room temp., 2) 1 h, 40 deg C, 3 h, 3) room temp., overnight
3: diethyl ether
4: H2 / Pt / ethanol / 760 Torr
5: 10percentig aq. KOH / 1) EtOH, 2) EtOH, reflux, 5 h
View Scheme
参考文献
Dobner, Bodo; Burkkardt, Udo; Nuhn, Peter
Zeitschrift fuer Chemie (Stuttgart, Germany), 1987 , vol. 27, # 2 p. 63 - 64
反应条件
1: (5-carboxy-l-pentyl)triphenylphosphonium bromide With sodium hexamethyldisilazane in tetrahydrofuran
T=20°C; 2 h; Inert atmosphere;
2: pentanal in tetrahydrofuran
T=20°C; Wittig reaction; 3 h; stereoselective reaction;
参考文献
Wube, Abraham A.; Huefner, Antje; Thomaschitz, Christina; Blunder, Martina; Kollroser, Manfred; Bauer, Rudolf; Bucar, Franz
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 1 p. 567 - 579
反应条件
1: 1.) t-BuOK / 1.) THF, 0 deg C, 20 min, 2.) THF, 50 min, RT
2: H2 / 10percent Pd/C / ethanol
View Scheme
参考文献
Kiuchi, Fumiyuki; Nakamura, Norio; Saito, Makiko; Komagome, Kazue; Hiramatsu, Hirokuni; Takimoto, Noriaki; Akao, Nobuaki; Kondo, Kaoru; Tsuda, Yoshisuke
Chemical and Pharmaceutical Bulletin, 1997 , vol. 45, # 4 p. 685 - 696
