白三烯B4合成路线

白三烯B4合成路线（共 168 条）

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反应条件

1: 1.) Cp2Zr(Cl)H, 2.) I2 / 1.) benzene, 40 deg C, 2.) hexane, 5 min 2: 95 percent / <(Ph3P)4Pd>, n-BuNH2, CuI / benzene / 0.5 h 3: 85 percent / AgNO3, KCN / aq. ethanol / 0.5 h / 30 °C 4: 1.) Cp2Zr(Cl)H, 2.) I2 / 1.) THF, 35 deg C, 15 min 5: 78 percent / n-butylamine, copper iodide / Pd<P(Ph3)>4 / benzene / 3 h / Ambient temperature 6: Bu4NF / tetrahydrofuran / 2 h / Ambient temperature 7: 85 percent 8: 65 percent / Zn, MeOH / H2O / 5 h / 30 °C 9: 95 percent / K2CO3 / methanol; H2O / Ambient temperature View Scheme

参考文献

Journal of Organic Chemistry, , vol. 57, # 11 p. 3203 - 3208

140175-56-0

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71160-24-2白三烯B4

反应条件

1: 85 percent / AgNO3, KCN / aq. ethanol / 0.5 h / 30 °C 2: 1.) Cp2Zr(Cl)H, 2.) I2 / 1.) THF, 35 deg C, 15 min 3: 78 percent / n-butylamine, copper iodide / Pd<P(Ph3)>4 / benzene / 3 h / Ambient temperature 4: Bu4NF / tetrahydrofuran / 2 h / Ambient temperature 5: 85 percent 6: 65 percent / Zn, MeOH / H2O / 5 h / 30 °C 7: 95 percent / K2CO3 / methanol; H2O / Ambient temperature View Scheme

参考文献

Journal of Organic Chemistry, , vol. 57, # 11 p. 3203 - 3208

129030-91-7

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71160-24-2白三烯B4

反应条件

1: 97 percent / K2CO3 / methanol; H2O / 2 h / 25 °C 2: 99 percent / imidazole / dimethylformamide / 3 h / 35 °C 3: 1.) Cp2Zr(Cl)H, 2.) I2 / 1.) benzene, 40 deg C, 2.) hexane, 5 min 4: 95 percent / <(Ph3P)4Pd>, n-BuNH2, CuI / benzene / 0.5 h 5: 85 percent / AgNO3, KCN / aq. ethanol / 0.5 h / 30 °C 6: 1.) Cp2Zr(Cl)H, 2.) I2 / 1.) THF, 35 deg C, 15 min 7: 78 percent / n-butylamine, copper iodide / Pd<P(Ph3)>4 / benzene / 3 h / Ambient temperature 8: Bu4NF / tetrahydrofuran / 2 h / Ambient temperature 9: 85 percent 10: 65 percent / Zn, MeOH / H2O / 5 h / 30 °C 11: 95 percent / K2CO3 / methanol; H2O / Ambient temperature View Scheme

参考文献

Journal of Organic Chemistry, , vol. 57, # 11 p. 3203 - 3208

101226-15-7

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71160-24-2白三烯B4

反应条件

1: 87 percent / pyridine, DMAP / 25 °C 2: H2O / 120 h / 25 °C / bacteria 4-10T (Klebsiella pneumoniae) 3: 96 percent / H2, quinoline / Lindlar catalyst / ethanol / 0.67 h / 760 Torr 4: 96 percent / imidazole / tetrahydrofuran / 8 h / 25 °C 5: 78 percent / trimethylsilyl iodide, propene / CHCl3 / 0.5 h / 25 °C 6: 90 percent / benzene / 16 h / Heating 7: 1.) NaH / 1.) benzene, 25 deg C, 1 h, 2.) benzene, 0 deg C 8: 81 percent / aluminum hydride / tetrahydrofuran / 1.5 h / 0 °C 9: 100 percent / CBr4, PPh3 / CH2Cl2 / 1 h / 0 °C 10: 56 percent / acetonitrile / 6 h / 0 °C 11: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, -78 deg C, 15 min, 2a.) THF, hexane, -78 deg C, 40 min, 2b.) -20 deg C, 30 min 12: 48 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 5 h / 25 °C 13: 68 percent / K2CO3 / methanol; H2O / 12 h / Ambient temperature View Scheme

参考文献

Journal of Organic Chemistry, , vol. 51, # 8 p. 1253 - 1258

101313-12-6

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71160-24-2白三烯B4

反应条件

1: 96 percent / H2, quinoline / Lindlar catalyst / ethanol / 0.67 h / 760 Torr 2: 96 percent / imidazole / tetrahydrofuran / 8 h / 25 °C 3: 78 percent / trimethylsilyl iodide, propene / CHCl3 / 0.5 h / 25 °C 4: 90 percent / benzene / 16 h / Heating 5: 1.) NaH / 1.) benzene, 25 deg C, 1 h, 2.) benzene, 0 deg C 6: 81 percent / aluminum hydride / tetrahydrofuran / 1.5 h / 0 °C 7: 100 percent / CBr4, PPh3 / CH2Cl2 / 1 h / 0 °C 8: 56 percent / acetonitrile / 6 h / 0 °C 9: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, -78 deg C, 15 min, 2a.) THF, hexane, -78 deg C, 40 min, 2b.) -20 deg C, 30 min 10: 48 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 5 h / 25 °C 11: 68 percent / K2CO3 / methanol; H2O / 12 h / Ambient temperature View Scheme

参考文献

Journal of Organic Chemistry, , vol. 51, # 8 p. 1253 - 1258

101226-18-0

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71160-24-2白三烯B4

反应条件

1: H2O / 120 h / 25 °C / bacteria 4-10T (Klebsiella pneumoniae) 2: 96 percent / H2, quinoline / Lindlar catalyst / ethanol / 0.67 h / 760 Torr 3: 96 percent / imidazole / tetrahydrofuran / 8 h / 25 °C 4: 78 percent / trimethylsilyl iodide, propene / CHCl3 / 0.5 h / 25 °C 5: 90 percent / benzene / 16 h / Heating 6: 1.) NaH / 1.) benzene, 25 deg C, 1 h, 2.) benzene, 0 deg C 7: 81 percent / aluminum hydride / tetrahydrofuran / 1.5 h / 0 °C 8: 100 percent / CBr4, PPh3 / CH2Cl2 / 1 h / 0 °C 9: 56 percent / acetonitrile / 6 h / 0 °C 10: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, -78 deg C, 15 min, 2a.) THF, hexane, -78 deg C, 40 min, 2b.) -20 deg C, 30 min 11: 48 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 5 h / 25 °C 12: 68 percent / K2CO3 / methanol; H2O / 12 h / Ambient temperature View Scheme

参考文献

Journal of Organic Chemistry, , vol. 51, # 8 p. 1253 - 1258

119392-28-8

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71160-24-2白三烯B4

反应条件

1: 80 percent / pyridine / 1.) 0 deg C, 0.5 h, 2.) 20 deg C, 2 h 2: 100 percent / PtO2, hydrogen / ethanol / Ambient temperature 3: 87 percent / 90percent aqueous CF3COOH / 3.5 h / 0 °C 4: 57 percent / lead tetraacetate / CH2Cl2 / 1.25 h / -10 °C 5: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, -100 deg C, 2 min, 2.) THF, hexane, from -100 deg C to RT 6: 61 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 15 h / Ambient temperature 7: potassium carbonate / methanol; H2O / 7.5 h / Ambient temperature 8: AcOH / H2O View Scheme

参考文献

Journal of Organic Chemistry, , vol. 54, # 10 p. 2409 - 2416

119392-29-9

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71160-24-2白三烯B4

反应条件

1: 100 percent / PtO2, hydrogen / ethanol / Ambient temperature 2: 87 percent / 90percent aqueous CF3COOH / 3.5 h / 0 °C 3: 57 percent / lead tetraacetate / CH2Cl2 / 1.25 h / -10 °C 4: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, -100 deg C, 2 min, 2.) THF, hexane, from -100 deg C to RT 5: 61 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 15 h / Ambient temperature 6: potassium carbonate / methanol; H2O / 7.5 h / Ambient temperature 7: AcOH / H2O View Scheme

参考文献

Journal of Organic Chemistry, , vol. 54, # 10 p. 2409 - 2416

97579-27-6

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71160-24-2白三烯B4

反应条件

1: 98 percent / hydrogen / Lindlar catalyst / benzene / Ambient temperature 2: 90 percent / 90percent aqueous CF3COOH / 3 h / 0 °C 3: 65 percent / lead tetraacetate / benzene / 1 h / Ambient temperature 4: 50 percent / benzene / 4 h / Heating 5: NaH / 1.) benzene, RT, 1 h, 2.) benzene, RT, 4 h 6: 80 percent / potassium carbonate / ethanol / 22 h / 45 °C 7: 85 percent / dimethylformamide / 22 h / 65 °C 8: 100 percent / aluminum hydride / tetrahydrofuran / 2.5 h / 0 °C 9: 90 percent / CBr4, ethylenebis(diphenylphosphine) / CH2Cl2 / 2.5 h / -35 °C 10: 153 mg / acetonitrile / 1.5 h / 20 °C 11: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, -100 deg C, 2 min, 2.) THF, hexane, from -100 deg C to RT 12: 61 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 15 h / Ambient temperature 13: potassium carbonate / methanol; H2O / 7.5 h / Ambient temperature 14: AcOH / H2O View Scheme

参考文献

Journal of Organic Chemistry, , vol. 54, # 10 p. 2409 - 2416

120891-48-7

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71160-24-2白三烯B4

反应条件

1: 100 percent / 2N NaOH / methanol; tetrahydrofuran / 1 h / 0 °C 2: 95 percent / imidazole / dimethylformamide / Ambient temperature 3: 1) Bu3SnLi, 2) I2 / 1) THF, 0 deg C, 3h, 2) Et2O, 0 deg C, 0.5h 4: 1) disiamylborane, 2) LiOH / 2) Pd(PPh3)4 / 1) THF, 0 deg C, 1h, 2) 40 deg C, 18h 5: 85 percent / n-Bu4NF / tetrahydrofuran / 17 h / Ambient temperature View Scheme

参考文献

Journal of Organic Chemistry, , vol. 55, # 19 p. 5324 - 5335

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