N-叔丁氧羰基-L-苯丙氨酸甲酯合成路线 (共 114 条)
反应条件
1: Et3N; DMAP / CH2Cl2 / 2 h / 20 °C 2: KMnO4; KOH / 2-methyl-propan-2-ol; H2O View Scheme
参考文献
Morita; Nagasawa; Yahiro; Matsunaga; Kunieda
Organic letters, 2001 , vol. 3, # 6 p. 897 - 899
反应条件
1.1: 90 percent / DCC / CH2Cl2 / 2 h / 0 °C 2.1: ammonium formate; dppe / Pd(dibenzylideneacetone)2 / dimethylsulfoxide / 12 h / 50 °C 2.2: 85 percent / Na2CO3 / dimethylsulfoxide; H2O / 12 h / 20 °C View Scheme
参考文献
Yang, Wenjin
Patent: US2004/147454 A1, 2004 ;
Location in patent: Page 48 ;
反应条件
1.1: Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C 1.2: 2-methyl-2-butene; NaClO2; NaH2PO4 / 2-methyl-propan-2-ol; tetrahydrofuran; H2O / 1.5 h 2.1: 30 mg / toluene; methanol; diethyl ether / 0.67 h / 0 °C View Scheme
参考文献
Medina; Moyano; Pericas; Riera
Journal of Organic Chemistry, 1998 , vol. 63, # 23 p. 8574 - 8578
反应条件
1.1: HCl / methanol / 8 h / 20 °C 2.1: 27 mg / Et3N / tetrahydrofuran / 16 h / 20 °C 3.1: Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C 3.2: 2-methyl-2-butene; NaClO2; NaH2PO4 / 2-methyl-propan-2-ol; tetrahydrofuran; H2O / 1.5 h 4.1: 30 mg / toluene; methanol; diethyl ether / 0.67 h / 0 °C View Scheme
参考文献
Harvey, Joanne E.; Kenworthy, Martin N.; Taylor, Richard J. K.
Tetrahedron Letters, 2004 , vol. 45, # 11 p. 2467 - 2471
反应条件
1: 83 percent / tetrabutylammonium fluoride monohydrate / tetrahydrofuran / 1 h / Ambient temperature 2: 81 percent / pyridinium dichromate / dimethylformamide / 24 h 3: 69 percent / potassium hydrogen carbonate / dimethylformamide / 24 h View Scheme
参考文献
Medina; Moyano; Pericas; Riera
Journal of Organic Chemistry, 1998 , vol. 63, # 23 p. 8574 - 8578
反应条件
1: 76 percent / I(1-) / acetone 2: 1.) CuI / 1.) Et2O, -60 deg C, 30 min; 2.) Et2O, -10 deg C, 5 h View Scheme
参考文献
Bajgrowicz, J. A.; Hallaoui, A. El; Jacquier, R.; Pigiere, Ch.; Viallefont, Ph.
Tetrahedron Letters, 1984 , vol. 25, # 26 p. 2759 - 2762
反应条件
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine in dichloromethane T=21 - 23°C; 14 h;
参考文献
Metrano, Anthony J.; Miller, Scott J.
Journal of Organic Chemistry, 2014 , vol. 79, # 4 p. 1542 - 1554
反应条件
potassium hydrogencarbonate in dimethyl sulfoxide T=90°C; 18 h; Inert atmosphereGreen chemistry; Overall yield = 68 percent; Overall yield = 72 mg;
参考文献
Ji, Yuan; Sweeney, Jessica; Zoglio, Jillian; Gorin, David J.
Journal of Organic Chemistry, 2013 , vol. 78, # 22 p. 11606 - 11611
反应条件
1: 76 percent / DBU 2: H2, Rh(COD)2/BF4, (S)-PROPRAPHOS / methanol / 25 °C / 750.06 Torr View Scheme
参考文献
Kreuzfeld; Dobler; Krause; Facklam
Tetrahedron Asymmetry, 1993 , vol. 4, # 9 p. 2047 - 2051
反应条件
1: 68 percent 2: 76 percent / I(1-) / acetone 3: 1.) CuI / 1.) Et2O, -60 deg C, 30 min; 2.) Et2O, -10 deg C, 5 h View Scheme
参考文献
Bajgrowicz, J. A.; Hallaoui, A. El; Jacquier, R.; Pigiere, Ch.; Viallefont, Ph.
Tetrahedron, 1985 , vol. 41, # 10 p. 1833 - 1845