N-Boc-L-烯丙基甘氨酸甲酯合成路线 （共 53 条）
反应条件
1: With sodium hydroxide in 1,4-dioxane; water
T=0°C; 16 h;
2: With hydrogenchloride in 1,4-dioxane; water
pH=2;
3: With potassium carbonate; methyl iodide
more than 3 stages;
参考文献
THE INSTITUTES FOR PHARMACEUTICAL DISCOVERY, LLC
Patent: WO2006/55725 A2, 2006 ;
Location in patent: Page/Page column 226-227 ;
WO 2006/055725 A2
反应条件
potassium carbonate in acetone
Heating / reflux;
参考文献
MERCK and CO., INC.
Patent: WO2009/42093 A1, 2009 ;
Location in patent: Page/Page column 115 ;
WO 2009/042093 A1
反应条件
1: (S)-methyl 2-((diphenylmethylene)amino)pent-4-enoate With hydrogenchloride; water in methanol
1 h; Reflux;
2: di-tert-butyl dicarbonate With sodium hydrogencarbonate in methanol; water
T=20°C; pH=8; 2 h;
参考文献
Mina, John G.; Mosely, Jackie A.; Ali, Hayder Z.; Denny, Paul W.; Steel, Patrick G.
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 6 p. 1823 - 1830
反应条件
in methanol; hexane; toluene
0.5 h;
参考文献
Collier, Philip N; Campbell, Andrew D; Patel, Ian; Taylor, Richard J.K
Tetrahedron, 2002 , vol. 58, # 30 p. 6117 - 6125
反应条件
2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride in toluene
参考文献
Leanna; Morton
Tetrahedron Letters, 1993 , vol. 34, # 28 p. 4485 - 4488
反应条件
potassium hydroxide; dipyridinium dichromate in methanol; N,N-dimethyl-formamide
T=20°C;
参考文献
Morita; Nagasawa; Yahiro; Matsunaga; Kunieda
Organic letters, 2001 , vol. 3, # 6 p. 897 - 899
反应条件
1: 93 percent / NaOH / H2O; dioxane / 48 h / 20 °C / pH 9
2: 98 percent / methanol; toluene; hexane / 0.5 h
View Scheme
参考文献
Collier, Philip N; Campbell, Andrew D; Patel, Ian; Taylor, Richard J.K
Tetrahedron, 2002 , vol. 58, # 30 p. 6117 - 6125
反应条件
ammonium cerium(IV) nitrate in acetonitrile
deprotection; 0.5 h;
参考文献
Alcon, Montserrat; Moyano, Albert; Pericas, Miquel A.; Riera, Antoni
Tetrahedron Asymmetry, 1999 , vol. 10, # 23 p. 4639 - 4651
反应条件
1.1: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C
1.2: 83 percent / tetrahydrofuran / 1 h / -78 °C
2.1: 100 percent / H2 / Pd/C / methanol / 12 h / 20 °C
3.1: 80 percent / DCC / CH2Cl2 / 12 h / -20 °C
4.1: 34 percent / 132 h / -196 °C
View Scheme
参考文献
Spantulescu, M. Daniel; Jain, Rajendra P.; Derksen, Darren J.; Vederas, John C.
Organic Letters, 2003 , vol. 5, # 16 p. 2963 - 2965
反应条件
1: aq. LiOH / dioxane / 3 h / 0 °C
2: 83 percent / Cs2CO3 / acetone / 1 h / 30 °C
3: 85 percent / aq. AcOH; TBAF / tetrahydrofuran / 0 - 20 °C
4: Jones reagent / acetone / 0 - 20 °C
5: 466 mg / diethyl ether / 1 h / 20 °C
6: 100 percent / H2 / Pd/C / methanol / 1 h / 20 °C
7: 74 percent / DCC / CH2Cl2 / 12 h / -20 °C
8: 31 percent / 120 h / -196 °C / Photolysis
View Scheme
参考文献
Spantulescu, M. Daniel; Jain, Rajendra P.; Derksen, Darren J.; Vederas, John C.
Organic Letters, 2003 , vol. 5, # 16 p. 2963 - 2965
