(3R,4S)-4-[4-(苄氧基)苯基]-1-(4-氟苯基)-3-[3-(4-氟苯基)-3-氧代丙基]氮杂环丁烷-2-酮合成路线 (共 32 条)
反应条件
magnesium; Iron acetylacetonate in tetrahydrofuran T=-85 - -78°C; 1.08333 h; Purification / work up;
参考文献
WO2008/96372 A2, ;
Page/Page column 19-20 ;
反应条件
1: With hydrogenchloride; formaldehyd in tetrahydrofuran; water T=20°C; 4 h; 2: With sodium hydrogencarbonate in tetrahydrofuran; water; ethyl acetate Product distribution / selectivity;
参考文献
WO2012/76030 A1, ;
Page/Page column 13 ;
反应条件
1: (nBu)3N / heptane; toluene / 80 - 90 °C 2: LiOH*H2O / methanol / 2 h 3: oxalyl chloride / CH2Cl2 / 16 h / 22 °C 4: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 41, # 6 p. 973 - 980
反应条件
1: oxalyl chloride / CH2Cl2 / 16 h / 22 °C 2: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 41, # 6 p. 973 - 980
反应条件
1: LiOH*H2O / methanol / 2 h 2: oxalyl chloride / CH2Cl2 / 16 h / 22 °C 3: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 41, # 6 p. 973 - 980
反应条件
1: 64 percent / LDA; DMPU; LiCl / dimethylformamide; tetrahydrofuran / 18 h / -30 - -25 °C 2: 90 percent / NaIO4 / acetonitrile; H2O / 2 h / 20 °C 3: BF3 etherate / toluene / 0.08 h / -30 °C 4: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C 5: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr View Scheme
参考文献
Journal of Organic Chemistry, , vol. 64, # 10 p. 3714 - 3718
反应条件
1: BF3 etherate / toluene / 0.08 h / -30 °C 2: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C 3: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr View Scheme
参考文献
Journal of Organic Chemistry, , vol. 64, # 10 p. 3714 - 3718
反应条件
1: 90 percent / NaIO4 / acetonitrile; H2O / 2 h / 20 °C 2: BF3 etherate / toluene / 0.08 h / -30 °C 3: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C 4: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr View Scheme
参考文献
Journal of Organic Chemistry, , vol. 64, # 10 p. 3714 - 3718
反应条件
1: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C 2: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr View Scheme
参考文献
Journal of Organic Chemistry, , vol. 64, # 10 p. 3714 - 3718
反应条件
1: (3R,4S)-1-(4-fluorophenyl)-3-(3-hydroxy-3-oxopropyl)-4-(4-benzyloxyphenyl)-2-azetidinone With oxalyl dichloride; N,N-dimethyl-formamide in dichloromethane T=20°C; Negishi coupling reaction; 2: 4-fluorophenyl-ZnCl With palladium diacetate in tetrahydrofuran; toluene T=10 - 11°C; Negishi coupling reaction; 0.333333 h;
参考文献
Sasikala; Padi, Pratap Reddy; Sunkara, Vishnuvardhan; Ramayya, Pattabhi; Dubey; Uppala, Venkata Bhaskar Rao; Praveen, Cherukupally
Organic Process Research and Development, 2009 , vol. 13, # 5 p. 907 - 910