3-[3,4-(亚甲二氧基)苯基]丙酸合成路线 （共 39 条）
反应条件
1: ammonia / 200 - 220 °C 2: sodium hypochlorite / 70 - 80 °C View Scheme
参考文献
Haworth; Perkin; Rankin
Journal of the Chemical Society, 1924 , vol. 125, p. 1694
反应条件
1: 1.) n-BuLi / 1.) THF, hexane, -30 deg C, 30 min, 2.) THF, hexane, -30 deg C, 1 h
2: 1.) LDA / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C (1 h), -> 40 deg C
3: 1.) LiBH4, 2.) aq. HCl / 1.) THF, room temperature, 4 h, 2.) 1 h
4: 84 percent / PCC / CH2Cl2 / Ambient temperature
View Scheme
参考文献
Charlton, James L.; Chee, Gaik-Lean
Canadian Journal of Chemistry, 1997 , vol. 75, # 8 p. 1076 - 1083
反应条件
1: SOCl2
2: NaN3 / acetone; H2O
3: benzene / Heating
4: H3PO4 / CH2Cl2 / 2 h / Ambient temperature
View Scheme
参考文献
Umezawa; Hoshino; Sawaki; Mori
Chemical and Pharmaceutical Bulletin, 1980 , vol. 28, # 3 p. 1003 - 1005
反应条件
1: oxalyl dichloride / dichloromethane
2: tin(IV) chloride
3: hydrogenchloride; n-Pentyl nitrite / methanol; water
4: p-toluenesulfonyl chloride; sodium hydroxide / water
View Scheme
参考文献
Wu, Meng; Li, Ling; Feng, An-Zheng; Su, Bo; Liang, De-Min; Liu, Yu-Xiu; Wang, Qing-Min
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 7 p. 2539 - 2542
反应条件
complex boron hydride with tetrahydrofurane in tetrahydrofuran
1 h; Heating / reflux;
参考文献
Texas Biotechnology Corp.
Patent: US6342610 B2, 2002 ;
Location in patent: Page column 128 ;
US 6342610 B2
反应条件
in tetrahydrofuran; methanol
参考文献
Texas Biotechnology Corporation
Patent: US5962490 A1, 1999 ;
US 5962490 A
参考文献
Texas Biotechnology Corporation
Patent: US5804585 A1, 1998 ;
反应条件
chloro-trimethyl-silane
T=20°C; 12 h;
参考文献
Makhey, Darshan; Li, Dajie; Zhao, Baoping; Sim, Sai-Peng; Li, Tsai-Kun; Liu, Angela; Liu, Leroy F.; LaVoie, Edmond J.
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 8 p. 1809 - 1820
反应条件
boron trifluoride diethyl etherate; Tl(OCOCF3)3 in dichloromethane; trifluoroacetic acid
T=-20°C; 0.00277778 h;
参考文献
Taylor, Edward C.; Andrade, Juan G.; Rall, Gerhardus J. H.; Turchi, Ignatius J.; Steliou, Kosta; et al.
Journal of the American Chemical Society, 1981 , vol. 103, # 23 p. 6856 - 6863
反应条件
1: 86 percent / thionyl chloride / 1 h / Heating
2: 91 percent / trimethylsilyl azide / 1,3,5-trimethyl-benzene / 40 h / Heating
3: 75 percent / diisobutylaluminium hydride / diethyl ether; hexane / -78 deg C --> 0 deg C, 4 h
4: 46 percent / phosphorus oxychloride / acetonitrile / 2 h / Heating
View Scheme
参考文献
Slemon, Clarke E.; Hellwig, Louise C.; Ruder, Jean-Pierre; Hoskins, Eric W.; MacLean, David B.
Canadian Journal of Chemistry, 1981 , vol. 59, p. 3055 - 3060
