2-甲基-2-丙基[(1R,4S)-4-羟基-2-环戊烯-1-基]氨基甲酸酯合成路线 （共 19 条）
反应条件
lithium hydroxide; water in ethanol
T=20°C;
参考文献
Yoshimitsu, Takehiko; Ino, Tatsunori; Tanaka, Tetsuaki
Organic Letters, 2008 , vol. 10, # 23 p. 5457 - 5460
反应条件
PS Amano lipase in dichloromethane
T=35°C; 72 h; Enzymatic reaction;
参考文献
CHARTERHOUSE THERAPEUTICS LTD
Patent: WO2004/13077 A2, 2004 ;
Location in patent: Page 42 ;
反应条件
sodium tetrahydroborate; cerium(III) chloride in methanol
T=0°C; Luche reduction; 3 h;
参考文献
Davis, Franklin A.; Wu, Yongzhong
Organic Letters, 2004 , vol. 6, # 8 p. 1269 - 1272
反应条件
1.1: trifluoroacetic acid / methanol / cooling
1.2: 89 percent / triethylamine; 4-(dimethylamino)pyridine / tetrahydrofuran / cooling
2.1: 21 percent / (1,3-dimesitylimidazolidin-2-yl)(P(c-Hex)3)(Cl)2Ru=CHC6H5 / CH2Cl2 / 16 h / Heating
3.1: 76 percent / cerium(III) chloride heptahydrate; sodium borohydride / methanol / 3 h / 0 °C
View Scheme
参考文献
Davis, Franklin A.; Wu, Yongzhong
Organic Letters, 2004 , vol. 6, # 8 p. 1269 - 1272
反应条件
1: With cerium(III) chloride heptahydrate in methanol
T=0 - 20°C; 0.5 h;
2: With sodium tetrahydroborate in methanol
T=0°C; 3 h; stereoselective reaction;
参考文献
Zaed, Ahmed M.; Grafton, Mark W.; Ahmad, Sajjad; Sutherland, Andrew
Journal of Organic Chemistry, 2014 , vol. 79, # 3 p. 1511 - 1515
反应条件
1.1: trifluoroacetic acid / methanol / 0 - 20 °C
1.2: 85 percent / triethylamine; 4-(dimethylamino)pyridine / tetrahydrofuran / 3 h / 0 °C
2.1: 97 percent / (1,3-dimesitylimidazolidin-2-yl)(P(c-Hex)3)(Cl)2Ru=CHC6H5 / CH2Cl2 / 16 h / Heating
3.1: 76 percent / cerium(III) chloride heptahydrate; sodium borohydride / methanol / 3 h / 0 °C
View Scheme
参考文献
Davis, Franklin A.; Wu, Yongzhong
Organic Letters, 2004 , vol. 6, # 8 p. 1269 - 1272
反应条件
1.1: trifluoroacetic acid / methanol / cooling
1.2: 89 percent / triethylamine; 4-(dimethylamino)pyridine / tetrahydrofuran / cooling
2.1: 21 percent / (1,3-dimesitylimidazolidin-2-yl)(P(c-Hex)3)(Cl)2Ru=CHC6H5 / CH2Cl2 / 16 h / Heating
3.1: 76 percent / cerium(III) chloride heptahydrate; sodium borohydride / methanol / 3 h / 0 °C
View Scheme
参考文献
Davis, Franklin A.; Wu, Yongzhong
Organic Letters, 2004 , vol. 6, # 8 p. 1269 - 1272
反应条件
1.1: 94 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 1 h / cooling
2.1: trifluoroacetic acid / methanol / 0 - 20 °C
2.2: 85 percent / triethylamine; 4-(dimethylamino)pyridine / tetrahydrofuran / 3 h / 0 °C
3.1: 97 percent / (1,3-dimesitylimidazolidin-2-yl)(P(c-Hex)3)(Cl)2Ru=CHC6H5 / CH2Cl2 / 16 h / Heating
4.1: 76 percent / cerium(III) chloride heptahydrate; sodium borohydride / methanol / 3 h / 0 °C
View Scheme
参考文献
Davis, Franklin A.; Wu, Yongzhong
Organic Letters, 2004 , vol. 6, # 8 p. 1269 - 1272
反应条件
1.1: 95 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / cooling
2.1: trifluoroacetic acid / methanol / cooling
2.2: 89 percent / triethylamine; 4-(dimethylamino)pyridine / tetrahydrofuran / cooling
3.1: 21 percent / (1,3-dimesitylimidazolidin-2-yl)(P(c-Hex)3)(Cl)2Ru=CHC6H5 / CH2Cl2 / 16 h / Heating
4.1: 76 percent / cerium(III) chloride heptahydrate; sodium borohydride / methanol / 3 h / 0 °C
View Scheme
参考文献
Davis, Franklin A.; Wu, Yongzhong
Organic Letters, 2004 , vol. 6, # 8 p. 1269 - 1272
反应条件
PS-C II Amano lipase in dichloromethane
T=35°C; 72 h; Title compound not separated from byproducts.;
参考文献
Dauvergne, Jerome; Happe, Alan M.; Jadhav, Vasudev; Justice, David; Matos, Marie-Christine; McCormack, Peter J.; Pitts, Michael R.; Roberts, Stanley M.; Singh, Sanjay K.; Snape, Timothy J.; Whittall, John
Tetrahedron, 2004 , vol. 60, # 11 p. 2559 - 2567
