(alphaS)-alpha-[[(1R)-2-羟基-1-苯基乙基]氨基]-金刚烷-1-乙腈合成路线 （共 9 条）
反应条件
sodium hydrogensulfite in methanol; water Strecker reaction; 16 h; Heating;
参考文献
BRISTOL-MYERS SQUIBB COMPANY
Patent: WO2005/12249 A2, 2005 ;
Location in patent: Page/Page column 35 ;
WO 2005/012249 A2
反应条件
sodium hydrogensulfite T=0 - 60°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: 98 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / 1 h / -78 °C 2: 65 percent / NaHSO3 / H2O; methanol / 16 h / Heating View Scheme
参考文献
LEE PHARMA LIMITED; ALLA, Venkat Reddy; ALLA, Raghu Mitra; DUBEY, Ajay Kumar; REDDY, P. Ramakrishna
Patent: WO2014/57495 A1, 2014 ;
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 View Scheme
参考文献
LEE PHARMA LIMITED; ALLA, Venkat Reddy; ALLA, Raghu Mitra; DUBEY, Ajay Kumar; REDDY, P. Ramakrishna
Patent: WO2014/57495 A1, 2014 ;
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 View Scheme
参考文献
LEE PHARMA LIMITED; ALLA, Venkat Reddy; ALLA, Raghu Mitra; DUBEY, Ajay Kumar; REDDY, P. Ramakrishna
Patent: WO2014/57495 A1, 2014 ;
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 View Scheme
参考文献
LEE PHARMA LIMITED; ALLA, Venkat Reddy; ALLA, Raghu Mitra; DUBEY, Ajay Kumar; REDDY, P. Ramakrishna
Patent: WO2014/57495 A1, 2014 ;
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
LEE PHARMA LIMITED; ALLA, Venkat Reddy; ALLA, Raghu Mitra; DUBEY, Ajay Kumar; REDDY, P. Ramakrishna
Patent: WO2014/57495 A1, 2014 ;
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 5: 85 percent / EDAC; HOBT; TEA / dimethylformamide / 20 °C View Scheme
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
1.1: 78 percent / aq. HCl; AcOH / 18 h / 80 °C
2.1: H2; AcOH / Pd(OH)2/C / methanol / 18 h / 2585.74 Torr
3.1: 4.07 g / K2CO3 / dimethylformamide / 19 h
4.1: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C
5.1: 85 percent / EDAC; HOBT; TEA / dimethylformamide / 20 °C
6.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 1 h
6.2: 92 percent / aq. KOH / methanol / 18 h / 20 °C
View Scheme
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
