(R)-2-[3-(3-甲氧基丙氧基)-4-甲氧基苄基]-3-甲基丁-1-醇合成路线 (共 46 条)
反应条件
1.1: sodium hydroxide; water / ethanol / 72 h / Reflux 1.2: pH 1 - 1.2 1.3: 35 h / 155 °C 2.1: (S)-1-phenyl-ethylamine / ethyl acetate / 4 h / 10 °C 2.2: pH 1 - 1.2 3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 20 °C 3.2: 5 °C View Scheme
反应条件
tetrachloromethane; tri-n-octyl phosphine T=20°C; 16 h; trioctylphosphine was added at 10 degree;C;
参考文献
SPEEDEL PHARMA AG
Patent: WO2002/8172 A1, 2002 ;
Location in patent: Page 17-18 ;
反应条件
1: 70 percent / SOCl2; pyridine 2: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 3: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 4: NEt3 / CH2Cl2 5: 85 percent / NaN3; 15-crown-6; DMPU View Scheme
参考文献
Tetrahedron Letters, , vol. 41, # 51 p. 10085 - 10089
反应条件
1.1: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C 2.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere 2.2: 1 h / 0 - 5 °C View Scheme
反应条件
1: 97 percent / PPh3; NBS / CH2Cl2 2: 68 percent / n-BuLi 3: HCl / acetonitrile 4: Et3N 5: NaBH4 / ethanol 6: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2 7: Mg 8: 23 percent / H2 / Pd(OH)2/C 9: 38 percent / TPAP; NMMO 10: 65 percent / 2-hydroxypyridine; Et3N 11: TMSCl; phenol / CH2Cl2 View Scheme
参考文献
Tetrahedron Letters, , vol. 46, # 37 p. 6337 - 6340
反应条件
1: 97 percent / PPh3; NBS / CH2Cl2 2: 68 percent / n-BuLi View Scheme
参考文献
Dong, Hua; Zhang, Zhi-Liu; Huang, Jia-Hui; Ma, Rujian; Chen, Shu-Hui; Li, Ge
Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6337 - 6340
反应条件
1: 97 percent / PPh3; NBS / CH2Cl2 2: 68 percent / n-BuLi 3: HCl / acetonitrile 4: Et3N 5: LiOH / methanol; H2O 6: EDCI; HOBt View Scheme
参考文献
Dong, Hua; Zhang, Zhi-Liu; Huang, Jia-Hui; Ma, Rujian; Chen, Shu-Hui; Li, Ge
Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6337 - 6340
反应条件
1: 70 percent / SOCl2; pyridine 2: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 3: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 4: NEt3 / CH2Cl2 5: 85 percent / NaN3; 15-crown-6; DMPU 6: 59 percent / 2-OH-pyridine; NEt3 View Scheme
参考文献
MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; VENKAT REDDY, Ghojala; RAMA SUBBA REDDY, Karamala; SAHADEVA REDDY, Maramreddy
Patent: WO2011/148392 A1, 2011 ;
反应条件
N-bromosuccinmide; triphenylphosphine in dichloromethane T=20°C; 18 h;
参考文献
Dong, Hua; Zhang, Zhi-Liu; Huang, Jia-Hui; Ma, Rujian; Chen, Shu-Hui; Li, Ge
Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6337 - 6340
反应条件
1: 97 percent / PPh3; NBS / CH2Cl2 2: 68 percent / n-BuLi 3: HCl / acetonitrile 4: Et3N 5: NaBH4 / ethanol 6: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2 View Scheme
参考文献
Dong, Hua; Zhang, Zhi-Liu; Huang, Jia-Hui; Ma, Rujian; Chen, Shu-Hui; Li, Ge
Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6337 - 6340