(αS,γS,δS,ζS)-N-(3-氨基-2,2-二甲基-3-氧代丙基)-δ-叠氮-γ-羟基-4-甲氧基-3-(3-甲氧基丙氧基)-α, ζ-二异丙基-苯辛酰胺合成路线 （共 55 条）
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 12: 59 percent / 2-OH-pyridine; NEt3 View Scheme
参考文献
Rueger; Stutz; Goschke; Spindler; Maibaum
Tetrahedron Letters, 2000 , 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 7: 59 percent / 2-OH-pyridine; NEt3 View Scheme
参考文献
Rueger; Stutz; Goschke; Spindler; Maibaum
Tetrahedron Letters, 2000 , 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 8: 59 percent / 2-OH-pyridine; NEt3 View Scheme
参考文献
Rueger; Stutz; Goschke; Spindler; Maibaum
Tetrahedron Letters, 2000 , 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 11: 59 percent / 2-OH-pyridine; NEt3 View Scheme
参考文献
Rueger; Stutz; Goschke; Spindler; Maibaum
Tetrahedron Letters, 2000 , 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 10: 59 percent / 2-OH-pyridine; NEt3 View Scheme
参考文献
Rueger; Stutz; Goschke; Spindler; Maibaum
Tetrahedron Letters, 2000 , 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 8: 59 percent / 2-OH-pyridine; NEt3 View Scheme
参考文献
Rueger; Stutz; Goschke; Spindler; Maibaum
Tetrahedron Letters, 2000 , 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 6: 59 percent / 2-OH-pyridine; NEt3 View Scheme
参考文献
Rueger; Stutz; Goschke; Spindler; Maibaum
Tetrahedron Letters, 2000 , vol. 41, # 51 p. 10085 - 10089
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 5: 59 percent / 2-OH-pyridine; NEt3 View Scheme
参考文献
Rueger; Stutz; Goschke; Spindler; Maibaum
Tetrahedron Letters, 2000 , vol. 41, # 51 p. 10085 - 10089
反应条件
1: 100 percent / H2 / Pd/C / ethyl acetate 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 7: 59 percent / 2-OH-pyridine; NEt3 View Scheme
参考文献
Rueger; Stutz; Goschke; Spindler; Maibaum
Tetrahedron Letters, 2000 , vol. 41, # 51 p. 10085 - 10089
反应条件
1.1: H2 / Pd/C / ethyl acetate / 20 °C 2.1: (COCl)2 / dimethylformamide / 20 °C 3.1: NaOH / toluene / 20 °C 4.1: LDA; LiCl / tetrahydrofuran / 0 °C 4.2: tetrahydrofuran / 20 °C / Heating 5.1: 66 percent / BH3*NH3; n-BuLi / tetrahydrofuran / 20 °C 6.1: POCl3; DMF / toluene / 80 °C 7.1: 51 percent 8.1: DMAP / CH2Cl2 / 20 °C 9.1: NaN3; NMP / 60 °C 10.1: 76 percent / 2-hydroxypyridine; Et3N / 80 °C View Scheme
参考文献
Sandham; Taylor; Carey; Fassler
Tetrahedron Letters, 2000 , vol. 41, # 51 p. 10091 - 10094
