3-[(1R)-3-[双(1-甲基乙基)氨基]-1-苯基丙基]-4-(苯基甲氧基)苯甲酸甲酯合成路线 （共 24 条）
反应条件
1: With thionyl chloride T=10°C; Reflux; 2: With sodium hydrogencarbonate in dichloromethane; water
参考文献
MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; RAGHURAM, Suraparaju; SEETHA RAMA SARMA, Peri
Patent: WO2012/98560 A2, 2012 ;
Location in patent: Page/Page column 56-57 ;
WO 2012/098560 A2
反应条件
1: R-(-)-[3-(2-benzyloxy-5-bromophenyl)-3-phenylpropyl]diisopropylamine With i-PrMgCl*LiCl; magnesium in tetrahydrofuran; toluene T=50 - 66°C; 2 h; 2: carbonic acid dimethyl ester in tetrahydrofuran; hexane; toluene T=0 - 30°C; 1 h; 3: With water; ammonium chloride in tetrahydrofuran; hexane; toluene T=10 - 15°C; 0.5 h; Product distribution / selectivity;
参考文献
SCHWARZ PHARMA LTD.
Patent: WO2007/140965 A1, 2007 ;
Location in patent: Page/Page column 17-18 ;
反应条件
1: With sulfuric acid T=0°C; Reflux; 2: With sodium carbonate in water; ethyl acetate Product distribution / selectivity;
参考文献
ORCHID CHEMICALS AND PHARMACEUTICALS LIMITED; REGURI, Buchi, Reddy; UPPARAPALLI, Sampath, Kumar; SAHU, Nilam; KRISHNASAMY, Mariappan; GNANI PEER MOHAMED, Syed, Ibrahim; SWAMINATHAN, Susi
Patent: WO2011/145019 A1, 2011 ;
Location in patent: Page/Page column 22-23 ;
反应条件
sulfuric acid T=20°C; Reflux; Product distribution / selectivity;
参考文献
RANBAXY LABORATORIES LIMITED; VERMA, Shyam Sunder; HANDIQUE, Sourav; AHUJA, Seema; SINGH, Kaptan; PRASAD, Mohan; ARORA, Sudershan, Kumar
Patent: WO2013/46135 A1, 2013 ;
Location in patent: Page/Page column 11 ;
反应条件
1.1: potassium carbonate; sodium iodide / acetone / Reflux 2.1: sodium tetrahydroborate / ethylene glycol dimethyl ether / 0.17 h 2.2: 3 h / 10 °C 3.1: triethylamine / dichloromethane / 12 h / 25 - 30 °C 4.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube 5.1: isopropyl alcohol / 15 h / 25 - 86 °C 6.1: sodium hydroxide / water 7.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux 7.2: 1 h / -65 - -60 °C 8.1: thionyl chloride / 10 °C / Reflux View Scheme
参考文献
RANBAXY LABORATORIES LIMITED; VERMA, Shyam Sunder; HANDIQUE, Sourav; AHUJA, Seema; SINGH, Kaptan; PRASAD, Mohan; ARORA, Sudershan, Kumar
Patent: WO2013/46135 A1, 2013 ;
反应条件
1.1: sodium tetrahydroborate / ethylene glycol dimethyl ether / 0.17 h 1.2: 3 h / 10 °C 2.1: triethylamine / dichloromethane / 12 h / 25 - 30 °C 3.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube 4.1: isopropyl alcohol / 15 h / 25 - 86 °C 5.1: sodium hydroxide / water 6.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux 6.2: 1 h / -65 - -60 °C 7.1: thionyl chloride / 10 °C / Reflux View Scheme
参考文献
RANBAXY LABORATORIES LIMITED; VERMA, Shyam Sunder; HANDIQUE, Sourav; AHUJA, Seema; SINGH, Kaptan; PRASAD, Mohan; ARORA, Sudershan, Kumar
Patent: WO2013/46135 A1, 2013 ;
反应条件
1.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube 2.1: isopropyl alcohol / 15 h / 25 - 86 °C 3.1: sodium hydroxide / water 4.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux 4.2: 1 h / -65 - -60 °C 5.1: thionyl chloride / 10 °C / Reflux View Scheme
参考文献
ORCHID CHEMICALS AND PHARMACEUTICALS LIMITED; REGURI, Buchi, Reddy; UPPARAPALLI, Sampath, Kumar; SAHU, Nilam; KRISHNASAMY, Mariappan; GNANI PEER MOHAMED, Syed, Ibrahim; SWAMINATHAN, Susi
Patent: WO2011/145019 A1, 2011 ;
反应条件
1.1: sulfuric acid / 120 - 125 °C 2.1: potassium carbonate; sodium iodide / acetone / Reflux 3.1: sodium tetrahydroborate / ethylene glycol dimethyl ether / 0.17 h 3.2: 3 h / 10 °C 4.1: triethylamine / dichloromethane / 12 h / 25 - 30 °C 5.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube 6.1: isopropyl alcohol / 15 h / 25 - 86 °C 7.1: sodium hydroxide / water 8.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux 8.2: 1 h / -65 - -60 °C 9.1: thionyl chloride / 10 °C / Reflux View Scheme
参考文献
MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; RAGHURAM, Suraparaju; SEETHA RAMA SARMA, Peri
Patent: WO2012/98560 A2, 2012 ;
WO 2012/098560 A2
反应条件
1: acetone / 2 h / 40 - 45 °C 2: sodium hydroxide / dichloromethane; water / pH 9 - 10 View Scheme
参考文献
MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; RAGHURAM, Suraparaju; SEETHA RAMA SARMA, Peri
Patent: WO2012/98560 A2, 2012 ;
WO 2012/098560 A2
反应条件
1: potassium hydroxide / dimethyl sulfoxide / 5.5 h / 110 - 120 °C 2: methanol / 50 - 65 °C 3: ammonia / water / pH 8 - 9 4: sulfuric acid / 20 °C / Reflux View Scheme
参考文献
ORCHID CHEMICALS AND PHARMACEUTICALS LIMITED; REGURI, Buchi, Reddy; UPPARAPALLI, Sampath, Kumar; SAHU, Nilam; KRISHNASAMY, Mariappan; GNANI PEER MOHAMED, Syed, Ibrahim; SWAMINATHAN, Susi
Patent: WO2011/145019 A1, 2011 ;
