N-叔丁氧羰基-3-羟基-1-金刚烷基-D-甘氨酸合成路线 （共 14 条）
反应条件
potassium hydroxide; potassium permanganate T=60 - 90°C; 1.5 h;
参考文献
Journal of Medicinal Chemistry, , vol. 48, # 15 p. 5025 - 5037
反应条件
potassium phosphate in tetrahydrofuran; sodium hydroxide T=20°C; 2 h;
参考文献
BRISTOL-MYERS SQUIBB COMPANY
Patent: WO2004/52850 A2, 2004 ;
Location in patent: Page 48 ;
WO 2004/052850 A2
反应条件
potassium permanganate; potassium hydroxide T=90°C;
参考文献
Dong, Jizhe; Gong, Yanchun; Liu, Jun; Chen, Xiangfeng; Wen, Xiaoan; Sun, Hongbin
Bioorganic and Medicinal Chemistry, 2014 , vol. 22, # 4 p. 1383 - 1393
反应条件
1: 78 percent / aq. HCl; AcOH / 18 h / 80 °C 2: H2; AcOH / Pd(OH)2/C / methanol / 18 h / 2585.74 Torr 3: 4.07 g / K2CO3 / dimethylformamide / 19 h 4: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 48, # 15 p. 5025 - 5037
反应条件
1: 65 percent / NaHSO3 / H2O; methanol / 16 h / Heating 2: 78 percent / aq. HCl; AcOH / 18 h / 80 °C 3: H2; AcOH / Pd(OH)2/C / methanol / 18 h / 2585.74 Torr 4: 4.07 g / K2CO3 / dimethylformamide / 19 h 5: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 48, # 15 p. 5025 - 5037
反应条件
1: 98 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / 1 h / -78 °C 2: 65 percent / NaHSO3 / H2O; methanol / 16 h / Heating 3: 78 percent / aq. HCl; AcOH / 18 h / 80 °C 4: H2; AcOH / Pd(OH)2/C / methanol / 18 h / 2585.74 Torr 5: 4.07 g / K2CO3 / dimethylformamide / 19 h 6: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 48, # 15 p. 5025 - 5037
反应条件
1: 100 percent / diethyl ether; hexane; methanol / 3 h / 20 °C 2: 96 percent / LiAlH4 / tetrahydrofuran / 1.5 h / 0 - 20 °C 3: 98 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / 1 h / -78 °C 4: 65 percent / NaHSO3 / H2O; methanol / 16 h / Heating 5: 78 percent / aq. HCl; AcOH / 18 h / 80 °C 6: H2; AcOH / Pd(OH)2/C / methanol / 18 h / 2585.74 Torr 7: 4.07 g / K2CO3 / dimethylformamide / 19 h 8: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 48, # 15 p. 5025 - 5037
反应条件
1: 96 percent / LiAlH4 / tetrahydrofuran / 1.5 h / 0 - 20 °C 2: 98 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / 1 h / -78 °C 3: 65 percent / NaHSO3 / H2O; methanol / 16 h / Heating 4: 78 percent / aq. HCl; AcOH / 18 h / 80 °C 5: H2; AcOH / Pd(OH)2/C / methanol / 18 h / 2585.74 Torr 6: 4.07 g / K2CO3 / dimethylformamide / 19 h 7: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 48, # 15 p. 5025 - 5037
反应条件
1: 4.07 g / K2CO3 / dimethylformamide / 19 h 2: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 48, # 15 p. 5025 - 5037
反应条件
1.1: N-ethyl-N,N-diisopropylamine; isobutyl chloroformate / tetrahydrofuran / 1.5 h / -8 °C 1.2: 18 h / -8 - 25 °C 2.1: ethyl acetate / 17.42 h / 20 - 70 °C / Resolution of racemate 3.1: hydrogenchloride / ethyl acetate; water / pH 3 View Scheme
