(3S,4S)-3-己基-4-[(S)-2-羟基十三烷基]-2-氧杂环丁酮合成路线 （共 120 条）
反应条件
1: benzenesulfonylchloride, pyridine / 0 °C 2: 88 percent / pyridinium p-toluenesulfonate / ethanol / 2 h / 50 - 55 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 53, # 6 p. 1218 - 1221
反应条件
1: TEA / 12 h / 20 °C 2: DIPEA; DMAP / CH2Cl2 / 2 h / 0 - 20 °C 3: 98 percent / TBAF / tetrahydrofuran / 6 h / 0 - 20 °C 4: 75 percent / LDA / tetrahydrofuran / 3 h / -78 - -20 °C 5: 88 percent / LiOH / tetrahydrofuran; H2O / 12 h / 20 °C 6: 76 percent / PhSO2Cl; pyridine / tetrahydrofuran / 12 h / 0 °C 7: 88 percent / BF3*OEt2; ethane dithiol / CH2Cl2 / 1 h / 0 - 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 47, # 29 p. 4995 - 4998
反应条件
1: 96 percent / imidazole; DMAP / CH2Cl2 / 6 h / 0 - 20 °C 2: 92 percent / Na; NH3 / tetrahydrofuran / 0.08 h / -33 °C 3: 65 percent / PCC / benzene / 6 h / Heating 4: TEA / 12 h / 20 °C 5: DIPEA; DMAP / CH2Cl2 / 2 h / 0 - 20 °C 6: 98 percent / TBAF / tetrahydrofuran / 6 h / 0 - 20 °C 7: 75 percent / LDA / tetrahydrofuran / 3 h / -78 - -20 °C 8: 88 percent / LiOH / tetrahydrofuran; H2O / 12 h / 20 °C 9: 76 percent / PhSO2Cl; pyridine / tetrahydrofuran / 12 h / 0 °C 10: 88 percent / BF3*OEt2; ethane dithiol / CH2Cl2 / 1 h / 0 - 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 47, # 29 p. 4995 - 4998
反应条件
1: 65 percent / PCC / benzene / 6 h / Heating 2: TEA / 12 h / 20 °C 3: DIPEA; DMAP / CH2Cl2 / 2 h / 0 - 20 °C 4: 98 percent / TBAF / tetrahydrofuran / 6 h / 0 - 20 °C 5: 75 percent / LDA / tetrahydrofuran / 3 h / -78 - -20 °C 6: 88 percent / LiOH / tetrahydrofuran; H2O / 12 h / 20 °C 7: 76 percent / PhSO2Cl; pyridine / tetrahydrofuran / 12 h / 0 °C 8: 88 percent / BF3*OEt2; ethane dithiol / CH2Cl2 / 1 h / 0 - 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 47, # 29 p. 4995 - 4998
反应条件
1: 98 percent / TBAF / tetrahydrofuran / 6 h / 0 - 20 °C 2: 75 percent / LDA / tetrahydrofuran / 3 h / -78 - -20 °C 3: 88 percent / LiOH / tetrahydrofuran; H2O / 12 h / 20 °C 4: 76 percent / PhSO2Cl; pyridine / tetrahydrofuran / 12 h / 0 °C 5: 88 percent / BF3*OEt2; ethane dithiol / CH2Cl2 / 1 h / 0 - 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 47, # 29 p. 4995 - 4998
反应条件
1: 92 percent / Na; NH3 / tetrahydrofuran / 0.08 h / -33 °C 2: 65 percent / PCC / benzene / 6 h / Heating 3: TEA / 12 h / 20 °C 4: DIPEA; DMAP / CH2Cl2 / 2 h / 0 - 20 °C 5: 98 percent / TBAF / tetrahydrofuran / 6 h / 0 - 20 °C 6: 75 percent / LDA / tetrahydrofuran / 3 h / -78 - -20 °C 7: 88 percent / LiOH / tetrahydrofuran; H2O / 12 h / 20 °C 8: 76 percent / PhSO2Cl; pyridine / tetrahydrofuran / 12 h / 0 °C 9: 88 percent / BF3*OEt2; ethane dithiol / CH2Cl2 / 1 h / 0 - 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 47, # 29 p. 4995 - 4998
反应条件
1.1: O3 / -78 °C 1.2: DMS / -78 - 20 °C 2.1: NaClO2; NaH2PO4*H2O; 2-methyl-2-butene 3.1: 89 percent / PhSO2Cl / 48 h / 4 °C 4.1: 98 percent / HF / acetonitrile View Scheme
参考文献
Tetrahedron Letters, , vol. 44, # 44 p. 8051 - 8055
反应条件
1: 89 percent / PhSO2Cl / 48 h / 4 °C 2: 98 percent / HF / acetonitrile View Scheme
参考文献
Tetrahedron Letters, , vol. 44, # 44 p. 8051 - 8055
反应条件
1: 1,1-dimethylethylmagnesium chloride / tetrahydrofuran / 22.5 h / 60 °C 2: hydrogen 3: DHP / |Acidic conditions 4: base 5: water / |Acidic conditions 6: benzenesulfonyl chloride; pyridine View Scheme
参考文献
Organic Process Research and Development, , vol. 11, # 3 p. 524 - 533
反应条件
1.1: Ru(OAc)2((R)-MeOBIPHEP); hydrogenchloride / water; methanol / 0.5 h / 20 °C / |Autoclave; |Sealed tube; |Inert atmosphere 1.2: 4.42 h / 80 °C / 22502.3 - 30003 Torr / |Autoclave; |Sealed tube; |Inert atmosphere 2.1: potassium hydrogencarbonate; 4-(N,N-dimethlyamino)pyridine / water; methanol; toluene / 3.5 h / 11 °C 3.1: 1,1-dimethylethylmagnesium chloride / tetrahydrofuran / 22.5 h / 60 °C 4.1: hydrogen 5.1: DHP / |Acidic conditions 6.1: base 7.1: water / |Acidic conditions 8.1: benzenesulfonyl chloride; pyridine View Scheme
参考文献
Organic Process Research and Development, , vol. 11, # 3 p. 524 - 533
