(3S,5S)-5-[(1S,3S)-1-叠氮基-3-[[4-甲氧基-3-(3-甲氧基丙氧基)苯基]甲基]-4-苄基]二氢-3-异丙基-2(3H)-呋喃酮合成路线 (共 43 条)
反应条件
1: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 2: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 3: NEt3 / CH2Cl2 4: 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: 94 percent / LIHMDS / tetrahydrofuran / -78 °C 2: 88 percent / OsO4; NMMO / 2-methyl-propan-2-ol; acetone; H2O 3: NaIO4; RuCl3*H2O / CCl4; acetonitrile; H2O / 6 h 4: (COCl)2 / dimethylformamide; toluene / 1 h 5: NEt3 / CH2Cl2 6: 100 percent / H2 / Pd/C / ethyl acetate 7: (COCl)2 / toluene; dimethylformamide / 1 h 8: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 9: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 10: NEt3 / CH2Cl2 11: 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: 88 percent / OsO4; NMMO / 2-methyl-propan-2-ol; acetone; H2O 2: NaIO4; RuCl3*H2O / CCl4; acetonitrile; H2O / 6 h 3: (COCl)2 / dimethylformamide; toluene / 1 h 4: NEt3 / CH2Cl2 5: 100 percent / H2 / Pd/C / ethyl acetate 6: (COCl)2 / toluene; dimethylformamide / 1 h 7: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 8: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 9: NEt3 / CH2Cl2 10: 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: 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
N,N'-dimethyl-N,N'-propyleneurea; sodium azide; 15-crown-6
参考文献
Tetrahedron Letters, , vol. 41, # 51 p. 10085 - 10089
反应条件
1: 96 percent / NaIO4; RuCl3*H2O / CCl4; acetonitrile; H2O / 6 h 2: (COCl)2 / toluene; dimethylformamide / 1 h 3: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 4: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 5: NEt3 / CH2Cl2 6: 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: TBAF / tetrahydrofuran / 73 °C 2: 96 percent / NaIO4; RuCl3*H2O / CCl4; acetonitrile; H2O / 6 h 3: (COCl)2 / toluene; dimethylformamide / 1 h 4: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 5: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 6: NEt3 / CH2Cl2 7: 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: NaIO4; RuCl3*H2O / CCl4; acetonitrile; H2O / 6 h 2: (COCl)2 / dimethylformamide; toluene / 1 h 3: NEt3 / CH2Cl2 4: 100 percent / H2 / Pd/C / ethyl acetate 5: (COCl)2 / toluene; dimethylformamide / 1 h 6: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 7: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 8: NEt3 / CH2Cl2 9: 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: NEt3 / CH2Cl2 2: 100 percent / H2 / Pd/C / ethyl acetate 3: (COCl)2 / toluene; dimethylformamide / 1 h 4: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C 5: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 6: NEt3 / CH2Cl2 7: 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: (COCl)2 / toluene; dimethylformamide / 1 h 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