(S)-1-叔丁基 2-甲基 5-羟基吡咯烷-1,2-二羧酸合成路线 (共 15 条)
反应条件
1.1: (CF3CO)2O; 2,6-lutidine / toluene / 7 h / 0 °C 1.2: 78 percent / 0.33 h / Heating 2.1: 95 percent / H2 / Pd/C / 2068.59 Torr View Scheme
参考文献
Oliveira, Denilson F.; Miranda, Paulo C. M. L.; Correia, Carlos R. D.
Journal of Organic Chemistry, 1999 , vol. 64, # 18 p. 6646 - 6652
反应条件
1: 81 percent / TsOH*H2O 2: 73 percent / DIBAL-H / CH2Cl2 / -78 °C 3: 90 percent / tetrahydrofuran / -78 °C 4: 77 percent / DMAP / CH2Cl2 5: 76 percent / Bu3SnH, AIBN / toluene / 80 °C 6: 80 percent / TsOH*H2O / CH2Cl2 7: 76 percent / Bu3SnH, AIBN / toluene / 110 °C 8: 95 percent / O3, Me2S, Sudan III / CH2Cl2; methanol / -78 °C View Scheme
参考文献
Clive, Derrick L. J.; Yeh, Vince S. C.
Tetrahedron Letters, 1998 , vol. 39, # 27 p. 4789 - 4792
反应条件
1: With 2,6-dimethylpyridine; trifluoroacetic anhydride in toluene T=0°C; Acylation; 7 h; 2: Elimination; 0.333333 h; Heating;
参考文献
Oliveira, Denilson F.; Miranda, Paulo C. M. L.; Correia, Carlos R. D.
Journal of Organic Chemistry, 1999 , vol. 64, # 18 p. 6646 - 6652
参考文献
Tetrahedron Letters, , vol. 49, # 27 p. 4289 - 4291
反应条件
lithium triethylborohydride in tetrahydrofuran
T=-78°C;
参考文献
Collado, Ivan; Ezquerra, Jesus; Vaquero, Juan Jose; Pedregal, Concepcion
Tetrahedron Letters, 1994 , vol. 35, # 43 p. 8037 - 8040
反应条件
3,3-dimethyldioxirane in dichloromethane; acetone
T=25°C; Oxidation; 72 h;
参考文献
Saladino, Raffaele; Mezzetti, Maurizio; Mincione, Enrico; Torrini, Ines; Paradisi, Mario Paglialunga; Mastropietro, Gaia
Journal of Organic Chemistry, 1999 , vol. 64, # 23 p. 8468 - 8474
反应条件
1: 70 percent / DMAP / acetonitrile / 3 h
2: 86 percent / LiEt3BH / tetrahydrofuran / 2 h / -78 °C
View Scheme
参考文献
Aggarwal, Varinder K.; Astle, Christopher J.; Iding, Hans; Wirz, Beat; Rogers-Evans, Mark
Tetrahedron Letters, 2005 , vol. 46, # 6 p. 945 - 947
反应条件
1: 1.) CDI / 1.) THF, 0 deg C to room temperature, 2.) 0 deg C to room temperature
2: H2 / Pd/C / tetrahydrofuran
3: 78 percent / EDC, DMAP / acetonitrile / Ambient temperature
4: 75 percent / Et3SiH / Pd/C / acetone / 2 h / Ambient temperature
View Scheme
参考文献
Tamura, Susan Y.; Goldman, Erick A.; Brunck, Terence K.; Ripka, William C.; Semple, J. Edward
Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 3 p. 331 - 336
反应条件
1: 78 percent / EDC, DMAP / acetonitrile / Ambient temperature
2: 75 percent / Et3SiH / Pd/C / acetone / 2 h / Ambient temperature
View Scheme
参考文献
Tamura, Susan Y.; Goldman, Erick A.; Brunck, Terence K.; Ripka, William C.; Semple, J. Edward
Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 3 p. 331 - 336
反应条件
1: H2 / Pd/C / tetrahydrofuran
2: 78 percent / EDC, DMAP / acetonitrile / Ambient temperature
3: 75 percent / Et3SiH / Pd/C / acetone / 2 h / Ambient temperature
View Scheme
参考文献
Tamura, Susan Y.; Goldman, Erick A.; Brunck, Terence K.; Ripka, William C.; Semple, J. Edward
Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 3 p. 331 - 336