(S)-(+)-3-(2,2-二甲基-1,3-二噁戊环-4-基)-反-2-丙烯酸甲酯合成路线 (共 21 条)
反应条件
sodium hydroxide in ethylene glycol dimethyl ether; pentane
2 h; Ambient temperature;
参考文献
Suzuki, Toshio; Sato, Etsuko; Kamada, Shinko; Tada, Hitoshi; Unno, Katsuo; Kametani, Tetsuii
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1986 , p. 387 - 392
反应条件
1: 5,6-O-isopropylidene-D-mannono-1,4-lactone With sodium periodate in water
2: dimethyl methoxycarbonylmethanephosphonate With potassium carbonate
参考文献
Pichlmair, Stefan; de Lera Ruiz, Manuel; Basu, Kallol; Paquette, Leo A.
Tetrahedron, 2006 , vol. 62, # 22 p. 5178 - 5194
反应条件
sodium hydride in ethylene glycol dimethyl ether
1.) 20 deg C, 30 min, 2.) -78 deg C, 1 h, then 20 deg C; Yield given. Yields of byproduct given;
参考文献
Krief, A.; Dumont, W.; Pasau, P.; Lecomte, Ph.
Tetrahedron, 1989 , vol. 45, # 10 p. 3039 - 3052
反应条件
potassium carbonate
T=0°C;
参考文献
Nagaoka, Hiroto; Shibuya, Kimiyuki; Yamada, Yasuji
Tetrahedron Letters, 1993 , vol. 34, # 9 p. 1501 - 1504
反应条件
1: [14C]-D-(-)-Mannitol; 2,2-dimethoxy-propane With zinc(II) chloride in ethylene glycol dimethyl ether
2: With sodium periodate; sodium hydrogencarbonate in dichloromethane
3: methyl (triphenylphosphoranylidene)acetate in methanol
Overall yield = 55 percent;
参考文献
Himmelbauer, Martin; Farcet, Jean-Baptiste; Gagnepain, Julien; Mulzer, Johann
European Journal of Organic Chemistry, 2013 , # 36 p. 8214 - 8244
参考文献
Mulzer, Johann; Berger, Markus
Tetrahedron Letters, 1998 , vol. 39, # 8 p. 803 - 806
反应条件
lead(IV) acetate; sodium hydrogencarbonate
1.) toluene, 4 h, 2.) 18 h; Yield given. Multistep reaction;
参考文献
Leonard, John; Mohialdin, Soad; Swain, Philip
Synthetic Communications, 1989 , vol. 19, # 20 p. 3529 - 3534
反应条件
sodium periodate; sodium hydrogencarbonate
1) MeOH/H2O, r.t., 2 h; 2) methanol, 0 deg C, 24 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Marshall, James A.; Trometer, Joseph D.; Cleary, Darryl G.
Tetrahedron, 1989 , vol. 45, # 2 p. 391 - 402
参考文献
Wee, Andrew G. H.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989 , p. 1363 - 1364
反应条件
diisobutylaluminium hydride in hexane; dichloromethane
T=-78°C; 2.5 h; Inert atmosphere;
参考文献
Spangenberg, Thomas; Schoenfelder, Angele; Breit, Bernhard; Mann, Andre
European Journal of Organic Chemistry, 2010 , # 31 p. 6005 - 6018