(4S)-1-boc-4-苄基-l-脯氨酸合成路线 （共 8 条）
反应条件
lithium hydroxide in methanol T=20°C; 18 h;
参考文献
Tian, Xinrong; Field, Timothy; Mazur, Adam W.; Ebetino, Frank H.; Wos, John A.; Crossdoersen, Doreen; Pinney, Beth B.; Sheldon, Russell J.
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 11 p. 2819 - 2823
反应条件
1.1: aqueous Na2CO3 / tetrahydrofuran; dioxane / 18 h 2.1: NMM / 1,2-dimethoxy-ethane / 0.5 h / -20 °C 3.1: 11.96 g / NaBH4 / 1,2-dimethoxy-ethane; H2O / 0.33 h / Cooling 4.1: 78 percent / TEA; DMAP / CH2Cl2 5.1: 88 percent / trichloroisocyanuric acid; TEMPO / CH2Cl2 / 1 h / 0 °C 6.1: potassium tert-butoxide / tetrahydrofuran / 1 h / 20 °C 6.2: 70 percent / tetrahydrofuran / 20 °C 7.1: 95 percent / Raney-Ni; hydrogen / methanol / 18 h / 20 °C / 760 Torr 8.1: TBAF / tetrahydrofuran / 6 h / 20 °C 8.2: NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme
参考文献
Journal of Organic Chemistry, , vol. 68, # 10 p. 3923 - 3931
反应条件
1.1: 78 percent / TEA; DMAP / CH2Cl2 2.1: 88 percent / trichloroisocyanuric acid; TEMPO / CH2Cl2 / 1 h / 0 °C 3.1: potassium tert-butoxide / tetrahydrofuran / 1 h / 20 °C 3.2: 70 percent / tetrahydrofuran / 20 °C 4.1: 95 percent / Raney-Ni; hydrogen / methanol / 18 h / 20 °C / 760 Torr 5.1: TBAF / tetrahydrofuran / 6 h / 20 °C 5.2: NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme
参考文献
Journal of Organic Chemistry, , vol. 68, # 10 p. 3923 - 3931
反应条件
1.1: NMM / 1,2-dimethoxy-ethane / 0.5 h / -20 °C 2.1: 11.96 g / NaBH4 / 1,2-dimethoxy-ethane; H2O / 0.33 h / Cooling 3.1: 78 percent / TEA; DMAP / CH2Cl2 4.1: 88 percent / trichloroisocyanuric acid; TEMPO / CH2Cl2 / 1 h / 0 °C 5.1: potassium tert-butoxide / tetrahydrofuran / 1 h / 20 °C 5.2: 70 percent / tetrahydrofuran / 20 °C 6.1: 95 percent / Raney-Ni; hydrogen / methanol / 18 h / 20 °C / 760 Torr 7.1: TBAF / tetrahydrofuran / 6 h / 20 °C 7.2: NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme
参考文献
Journal of Organic Chemistry, , vol. 68, # 10 p. 3923 - 3931
反应条件
1.1: 88 percent / trichloroisocyanuric acid; TEMPO / CH2Cl2 / 1 h / 0 °C 2.1: potassium tert-butoxide / tetrahydrofuran / 1 h / 20 °C 2.2: 70 percent / tetrahydrofuran / 20 °C 3.1: 95 percent / Raney-Ni; hydrogen / methanol / 18 h / 20 °C / 760 Torr 4.1: TBAF / tetrahydrofuran / 6 h / 20 °C 4.2: NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme
参考文献
Journal of Organic Chemistry, , vol. 68, # 10 p. 3923 - 3931
反应条件
1.1: aqueous Na2CO3 / tetrahydrofuran; dioxane / 18 h 2.1: NMM / 1,2-dimethoxy-ethane / 0.5 h / -20 °C 3.1: 11.96 g / NaBH4 / 1,2-dimethoxy-ethane; H2O / 0.33 h / Cooling 4.1: 78 percent / TEA; DMAP / CH2Cl2 5.1: 88 percent / trichloroisocyanuric acid; TEMPO / CH2Cl2 / 1 h / 0 °C 6.1: potassium tert-butoxide / tetrahydrofuran / 1 h / 20 °C 6.2: 70 percent / tetrahydrofuran / 20 °C 7.1: 95 percent / Raney-Ni; hydrogen / methanol / 18 h / 20 °C / 760 Torr 8.1: TBAF / tetrahydrofuran / 6 h / 20 °C 8.2: NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme
参考文献
Journal of Organic Chemistry, , vol. 68, # 10 p. 3923 - 3931
反应条件
1.1: potassium tert-butoxide / tetrahydrofuran / 1 h / 20 °C 1.2: 70 percent / tetrahydrofuran / 20 °C 2.1: 95 percent / Raney-Ni; hydrogen / methanol / 18 h / 20 °C / 760 Torr 3.1: TBAF / tetrahydrofuran / 6 h / 20 °C 3.2: NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme
参考文献
Journal of Organic Chemistry, , vol. 68, # 10 p. 3923 - 3931
反应条件
1.1: 95 percent / Raney-Ni; hydrogen / methanol / 18 h / 20 °C / 760 Torr 2.1: TBAF / tetrahydrofuran / 6 h / 20 °C 2.2: NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme
参考文献
Journal of Organic Chemistry, , vol. 68, # 10 p. 3923 - 3931
