(4R)-5-甲基-4-({[(2-甲基-2-丙基)氧基]羰基}氨基)己酸合成路线 (共 9 条)
反应条件
1: With water; lithium hydroxide hydrate in methanol
T=0 - 20°C; 0.5 h;
2: With potassium hydrogensulfate; water in methanol
参考文献
Clerc, Jerome; Li, Nan; Krahn, Daniel; Groll, Michael; Bachmann, Andre S.; Florea, Bogdan I.; Overkleeft, Herman S.; Kaiser, Markus
Chemical Communications, 2011 , vol. 47, # 1 p. 385 - 387
反应条件
sodium hydroxide in water; acetone
T=22°C; 0.5 h;
参考文献
Smrcina, Martin; Majer, Pavel; Majerova, Eva; Guerassina, Tatiana A.; Eissenstat, Michael A.
Tetrahedron, 1997 , vol. 53, # 38 p. 12867 - 12874
反应条件
silver trifluoroacetate; triethylamine in tetrahydrofuran; water
T=-25 - 20°C;
参考文献
Hintermann, Tobias; Gademann, Karl; Jaun, Bernhard; Seebach, Dieter
Helvetica Chimica Acta, 1998 , vol. 81, # 5 p. 983 - 1002
反应条件
1: 83 percent / 10 percent aq. NaOH / methanol / 18 h / 20 °C
2: 95 percent / H2 / 10 percent Pd/C / ethyl acetate / 3 h / 2327.17 Torr
View Scheme
参考文献
Yang, Hua; Jurkauskas, Valdas; Mackintosh, Nicole; Mogren, Tobias; Stephenson, Corey R. J.; Foster, Katherine; Brown, William; Roberts, Edward
Canadian Journal of Chemistry, 2000 , vol. 78, # 6 p. 800 - 808
反应条件
1: dichloromethane / 20 °C / Inert atmosphere
2: palladium on carbon; hydrogen / methanol
3: water; lithium hydroxide hydrate / methanol / 0.5 h / 0 - 20 °C
View Scheme
参考文献
Clerc, Jerome; Li, Nan; Krahn, Daniel; Groll, Michael; Bachmann, Andre S.; Florea, Bogdan I.; Overkleeft, Herman S.; Kaiser, Markus
Chemical Communications, 2011 , vol. 47, # 1 p. 385 - 387
反应条件
1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere
1.2: 20 °C / Inert atmosphere
2.1: dichloromethane / 20 °C / Inert atmosphere
3.1: palladium on carbon; hydrogen / methanol
4.1: water; lithium hydroxide hydrate / methanol / 0.5 h / 0 - 20 °C
View Scheme
参考文献
Clerc, Jerome; Li, Nan; Krahn, Daniel; Groll, Michael; Bachmann, Andre S.; Florea, Bogdan I.; Overkleeft, Herman S.; Kaiser, Markus
Chemical Communications, 2011 , vol. 47, # 1 p. 385 - 387
反应条件
1.1: DIBAL-H / toluene / 0.5 h / -78 °C
1.2: 93 percent / toluene; methanol / 12 h / -78 °C
2.1: 83 percent / 10 percent aq. NaOH / methanol / 18 h / 20 °C
3.1: 95 percent / H2 / 10 percent Pd/C / ethyl acetate / 3 h / 2327.17 Torr
View Scheme
参考文献
Yang, Hua; Jurkauskas, Valdas; Mackintosh, Nicole; Mogren, Tobias; Stephenson, Corey R. J.; Foster, Katherine; Brown, William; Roberts, Edward
Canadian Journal of Chemistry, 2000 , vol. 78, # 6 p. 800 - 808
反应条件
1: DMAP, DCC / CH2Cl2 / 12 h / 0 °C
2: AcOH, NaBH4 / CH2Cl2 / 8 h / -5 °C
3: 94 percent / toluene / 3 h / Heating
4: 75 percent / NaOH / H2O; acetone / 0.5 h / 22 °C
View Scheme
参考文献
Smrcina, Martin; Majer, Pavel; Majerova, Eva; Guerassina, Tatiana A.; Eissenstat, Michael A.
Tetrahedron, 1997 , vol. 53, # 38 p. 12867 - 12874
反应条件
1: 94 percent / toluene / 3 h / Heating
2: 75 percent / NaOH / H2O; acetone / 0.5 h / 22 °C
View Scheme
参考文献
Smrcina, Martin; Majer, Pavel; Majerova, Eva; Guerassina, Tatiana A.; Eissenstat, Michael A.
Tetrahedron, 1997 , vol. 53, # 38 p. 12867 - 12874