N-苯甲酰基-(2R,3S)-3-苯基异丝氨酸甲酯合成路线 （共 130 条）
反应条件
1: 51 percent / dihydroquinidine 4-chlorobenzoate, N-methylmorpholine N-oxide / OsO4 / acetone; H2O; toluene / 1 h / -7 °C 2: 88 percent / triethylamine / CH2Cl2 / 63 h / 0 °C 3: 91 percent / K2CO3 / dimethylformamide; H2O / 24 h / 20 °C 4: 95 percent / NaN3 / methanol; H2O; methyl formate / 46 h / 50 °C 5: 1.) triethylamine, 4-(dimethylamino)pyridine, 2.) H2 / 2.) Pd-C / 1a.) ethyl acetate, 20 deg C, 4h, 1b.) MeOH, 3h, 2.) 68h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 55, # 6 p. 1957 - 1959
反应条件
1: 1.) B(OPh)3, (S)-1,1'-bi-2-naphthol, 2.) 12N HCl / 1.) CH2Cl2, -78 deg C, 8 h, 2.) MeOH, room temp., 2 h 2: 1.) H2, 2.) 1N NaOH / 1.) 10percent Pd/C / 1.) MeOH, room temp., 30 h, 2.) THF, water, 0 deg C, 30 min View Scheme
参考文献
Tetrahedron, , vol. 50, # 9 p. 2785 - 2792
反应条件
1: KS-Selectride / tetrahydrofuran / 2 h / -78 °C 2: 31 percent / lipase Meito SL / diisopropyl ether / 46 h / 35 °C 3: 93 percent / K2CO3 / methanol / 2 h / -20 - 0 °C 4: 96 percent / NaN3; NH4Cl / H2O; acetone / 23 h / Heating 5: DMAP / CH2Cl2 / 4 h / 20 °C 6: H2 / 10 percent Pd/C / methanol / 48 h / 20 °C / 760 Torr 7: 90 percent / DEAD; PPh3 / benzene / 20 h / 20 °C 8: 90 percent / 1N aq. HCl / methanol / 2 h / Heating View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 11, # 22 p. 4485 - 4497
反应条件
1: 91 percent / NaOMe / tetrahydrofuran; methanol / -50 - 20 °C 2: KS-Selectride / tetrahydrofuran / 2 h / -78 °C 3: 31 percent / lipase Meito SL / diisopropyl ether / 46 h / 35 °C 4: 93 percent / K2CO3 / methanol / 2 h / -20 - 0 °C 5: 96 percent / NaN3; NH4Cl / H2O; acetone / 23 h / Heating 6: DMAP / CH2Cl2 / 4 h / 20 °C 7: H2 / 10 percent Pd/C / methanol / 48 h / 20 °C / 760 Torr 8: 90 percent / DEAD; PPh3 / benzene / 20 h / 20 °C 9: 90 percent / 1N aq. HCl / methanol / 2 h / Heating View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 11, # 22 p. 4485 - 4497
反应条件
1: lipase Amano PS / diisopropyl ether / 25 h / 35 °C 2: 90 percent / conc. aq. HCl / acetone; methanol / 23 h / 20 °C 3: 83 percent / NaN3 / dimethylformamide / 48 h / 60 °C 4: DMAP / CH2Cl2 / 4 h / 20 °C 5: H2 / 10 percent Pd/C / methanol / 48 h / 20 °C / 760 Torr 6: 90 percent / DEAD; PPh3 / benzene / 20 h / 20 °C 7: 90 percent / 1N aq. HCl / methanol / 2 h / Heating View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 11, # 22 p. 4485 - 4497
反应条件
hydrogenchloride in methanol 2 h; Heating;
参考文献
Tosaki, Shin-Ya; Tsuji, Riichiro; Ohshima, Takashi; Shibasaki, Masakatsu
Journal of the American Chemical Society, 2005 , vol. 127, # 7 p. 2147 - 2155
反应条件
1: methanol; diethyl ether / 0.5 h / 20 °C 2: 11.0 mg / aq. HCl / methanol / 2 h / Heating View Scheme
参考文献
Journal of the American Chemical Society, , vol. 127, # 7 p. 2147 - 2155
反应条件
1: SOCl2 / CHCl3 / 2 h / 20 °C 2: 89 mg / aq. NaOH / ethanol / 15 h / 60 °C 3: methanol; diethyl ether / 0.5 h / 20 °C 4: 11.0 mg / aq. HCl / methanol / 2 h / Heating View Scheme
参考文献
Journal of the American Chemical Society, , vol. 127, # 7 p. 2147 - 2155
反应条件
1.1: SOCl2 / CH2Cl2 / Heating 2.1: HCl / H2O; methanol / Heating 2.2: NaHCO3 / H2O; methanol / 50 °C View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 14, # 23 p. 3639 - 3641
反应条件
1: K2OsO2; (DHQ)2PHAL 2: aq. HCl / 2 h / Heating 3: HCl 4: NaHCO3 / ethyl acetate View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 13, # 16 p. 2693 - 2697
