(3S,5S)-二氢-5-[(1S,3S)-3-[[4-甲氧基-3-(3-甲氧基丙氧基)苯基]甲基]-4-甲基-1-(苄胺基)戊基]-3-异丙基-2(3H)-呋喃酮合成路线 （共 13 条）
反应条件
hydrogen; di-μ-chloro-bis(η4-1,5-cyclooctadiene)diiridium in methanol T=50°C; P=18751.9 Torr; 3 h; Inert atmosphere;
参考文献
DSM IP ASSETS BV; VRIES DE, Andreas, Hendrikus, Maria; VERZIJL, Gerardus, Karel, Maria; HERMSEN, Petrus, Johannes; CASTELIJNS, Anna, Maria, Cornelia, Francisca
Patent: WO2010/10165 A1, 2010 ;
Location in patent: Page/Page column 38-39 ;
反应条件
sodium tetrahydroborate; iron(III) trifluoromethanesulfonate in dichloromethane T=20°C; 0.0833333 h;
参考文献
Uday Kumar; Sudhakar Reddy; Prabhakar Reddy; Bandichhor, Rakeshwar
Tetrahedron Letters, 2012 , vol. 53, # 33 p. 4354 - 4356
反应条件
hydrogen; di-μ-chloro-bis(η4-1,5-cyclooctadiene)diiridium in methanol T=50°C; P=18751.9 Torr; 3 h; Inert atmosphere; Product distribution / selectivity;
参考文献
DSM IP ASSETS BV; VRIES DE, Andreas, Hendrikus, Maria; VERZIJL, Gerardus, Karel, Maria; HERMSEN, Petrus, Johannes; CASTELIJNS, Anna, Maria, Cornelia, Francisca
Patent: WO2010/10165 A1, 2010 ;
Location in patent: Page/Page column 37-38 ;
反应条件
1.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C 2.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C 3.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C 4.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C 5.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C 5.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C 6.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C 6.2: 39 mg / H2 / Pd/C / ethanol / 48 h 7.1: ethanol / 1.5 h / 0 °C 8.1: 24 mg / NaBH4 / ethanol / 0.67 h / 20 °C View Scheme
参考文献
Lindsay, Karl B.; Skrydstrup, Troels
Journal of Organic Chemistry, 2006 , vol. 71, # 13 p. 4766 - 4777
反应条件
1.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C 2.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C 3.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C 4.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C 4.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C 5.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C 5.2: 39 mg / H2 / Pd/C / ethanol / 48 h 6.1: ethanol / 1.5 h / 0 °C 7.1: 24 mg / NaBH4 / ethanol / 0.67 h / 20 °C View Scheme
参考文献
Lindsay, Karl B.; Skrydstrup, Troels
Journal of Organic Chemistry, 2006 , vol. 71, # 13 p. 4766 - 4777
反应条件
1.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C 1.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C 2.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C 2.2: 39 mg / H2 / Pd/C / ethanol / 48 h 3.1: ethanol / 1.5 h / 0 °C 4.1: 24 mg / NaBH4 / ethanol / 0.67 h / 20 °C View Scheme
参考文献
Lindsay, Karl B.; Skrydstrup, Troels
Journal of Organic Chemistry, 2006 , vol. 71, # 13 p. 4766 - 4777
反应条件
1.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C 2.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C 2.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C 3.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C 3.2: 39 mg / H2 / Pd/C / ethanol / 48 h 4.1: ethanol / 1.5 h / 0 °C 5.1: 24 mg / NaBH4 / ethanol / 0.67 h / 20 °C View Scheme
参考文献
Lindsay, Karl B.; Skrydstrup, Troels
Journal of Organic Chemistry, 2006 , vol. 71, # 13 p. 4766 - 4777
反应条件
1.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C 2.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C 3.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C 3.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C 4.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C 4.2: 39 mg / H2 / Pd/C / ethanol / 48 h 5.1: ethanol / 1.5 h / 0 °C 6.1: 24 mg / NaBH4 / ethanol / 0.67 h / 20 °C View Scheme
参考文献
Lindsay, Karl B.; Skrydstrup, Troels
Journal of Organic Chemistry, 2006 , vol. 71, # 13 p. 4766 - 4777
反应条件
1.1: n-BuLi / tetrahydrofuran / -75 °C 1.2: 90 percent / tetrahydrofuran / -75 - -18 °C 2.1: 99 percent / HCl / H2O; acetonitrile 3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C 4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C 5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C 6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C 7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C 8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C 8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C 9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C 9.2: 39 mg / H2 / Pd/C / ethanol / 48 h 10.1: ethanol / 1.5 h / 0 °C 11.1: 24 mg / NaBH4 / ethanol / 0.67 h / 20 °C View Scheme
参考文献
Lindsay, Karl B.; Skrydstrup, Troels
Journal of Organic Chemistry, 2006 , vol. 71, # 13 p. 4766 - 4777
反应条件
1.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C 2.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C 3.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C 4.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C 5.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C 6.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C 6.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C 7.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C 7.2: 39 mg / H2 / Pd/C / ethanol / 48 h 8.1: ethanol / 1.5 h / 0 °C 9.1: 24 mg / NaBH4 / ethanol / 0.67 h / 20 °C View Scheme
参考文献
Lindsay, Karl B.; Skrydstrup, Troels
Journal of Organic Chemistry, 2006 , vol. 71, # 13 p. 4766 - 4777
