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inquiryProduct Name: Costunolide Synonyms: (3AS,6E,10E,11AR)-3A,4,5,8,9,11A-HEXAHYDRO-6,10-DIMETHYL-3-METHYLENE-CYCLODECA[B]FURAN-2(3H)-ONE;COSTUNOLIDE;(e,e)-6-alpha-hydroxygermacra-1(10),4,11(13)-tr
Our Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con
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costunolide
Conditions | Yield |
---|---|
With hydrogenchloride at 20℃; for 12h; Elimination; | 100% |
costunolide
Conditions | Yield |
---|---|
With hydrogenchloride at 20℃; for 12h; Elimination; | 100% |
costunolide
Conditions | Yield |
---|---|
With hydrogenchloride at 20℃; for 12h; Elimination; | 100% |
1S,10R-3,7-dimethyl-10-<2-(1-hydroxy-2-propenyl)>-2E,6E-cyclodecadien-1-ol
costunolide
Conditions | Yield |
---|---|
With manganese(IV) oxide In dichloromethane at 20℃; for 48h; Inert atmosphere; | 82% |
With manganese(IV) oxide In dichloromethane at 20℃; for 12h; | 78% |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 2: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 3: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 4: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 5: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 5 steps 1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere 2: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 3: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 4: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 5: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 2: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 3: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 4: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 2: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 3: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 2: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 13 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / toluene / 0 - 20 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: sodium hydride / toluene; mineral oil / 3 h / 0 - 20 °C / Inert atmosphere 2.2: 2 h / 0 - 20 °C / Inert atmosphere 3.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere 3.2: 0.08 h / -78 °C / Inert atmosphere 4.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere 4.2: Inert atmosphere 5.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 5.2: Inert atmosphere 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 6.2: 20 °C / Inert atmosphere 7.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 9.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 10.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 11.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 12.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 13.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 13 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / toluene / 0 - 20 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: sodium hydride / toluene; mineral oil / 3 h / 0 - 20 °C / Inert atmosphere 2.2: 2 h / 0 - 20 °C / Inert atmosphere 3.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere 3.2: 0.08 h / -78 °C / Inert atmosphere 4.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere 4.2: Inert atmosphere 5.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 5.2: Inert atmosphere 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 6.2: 20 °C / Inert atmosphere 7.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 9.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere 10.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 11.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 12.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 13.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere 1.2: 0.08 h / -78 °C / Inert atmosphere 2.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 4.2: 20 °C / Inert atmosphere 5.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 7.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 8.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 9.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 10.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 11.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 11 steps 1.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere 1.2: 0.08 h / -78 °C / Inert atmosphere 2.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 4.2: 20 °C / Inert atmosphere 5.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 7.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere 8.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 9.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 10.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 11.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1.1: sodium hydride / toluene; mineral oil / 3 h / 0 - 20 °C / Inert atmosphere 1.2: 2 h / 0 - 20 °C / Inert atmosphere 2.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere 2.2: 0.08 h / -78 °C / Inert atmosphere 3.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 4.2: Inert atmosphere 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 5.2: 20 °C / Inert atmosphere 6.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 8.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 9.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 10.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 11.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 12.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 12 steps 1.1: sodium hydride / toluene; mineral oil / 3 h / 0 - 20 °C / Inert atmosphere 1.2: 2 h / 0 - 20 °C / Inert atmosphere 2.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere 2.2: 0.08 h / -78 °C / Inert atmosphere 3.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 4.2: Inert atmosphere 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 5.2: 20 °C / Inert atmosphere 6.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 8.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere 9.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 10.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 11.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 12.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere 1.2: 0.08 h / -78 °C / Inert atmosphere 2.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 4.2: 20 °C / Inert atmosphere 5.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 7.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 8.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 9.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 10.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 11.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 11 steps 1.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere 1.2: 0.08 h / -78 °C / Inert atmosphere 2.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 4.2: 20 °C / Inert atmosphere 5.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 7.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere 8.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 9.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 10.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 11.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
(2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-ol
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1.1: manganese(IV) oxide / dichloromethane / 6 h / Reflux; Inert atmosphere 1.2: Inert atmosphere 2.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere 2.2: 0.08 h / -78 °C / Inert atmosphere 3.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 4.2: Inert atmosphere 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 5.2: 20 °C / Inert atmosphere 6.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 8.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 9.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 10.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 11.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 12.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 12 steps 1.1: manganese(IV) oxide / dichloromethane / 6 h / Reflux; Inert atmosphere 1.2: Inert atmosphere 2.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - -40 °C / Inert atmosphere 2.2: 0.08 h / -78 °C / Inert atmosphere 3.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 4.2: Inert atmosphere 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 5.2: 20 °C / Inert atmosphere 6.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 8.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere 9.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 10.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 11.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 12.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 2.2: 20 °C / Inert atmosphere 3.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 5.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 6.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 7.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 8.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 9.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 9 steps 1.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 2.2: 20 °C / Inert atmosphere 3.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 5.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere 6.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 7.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 8.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 9.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 3.2: 20 °C / Inert atmosphere 4.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 6.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 7.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 8.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 9.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 10.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 10 steps 1.1: hydrogenchloride / dichloromethane; ethanol; water / 0.5 h / 0 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 3.2: 20 °C / Inert atmosphere 4.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 6.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere 7.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 8.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 9.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 10.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 4.1: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 5.1: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 6.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 7.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 8.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 8 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 4.1: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere 5.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 6.1: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 7.1: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 8.1: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 2: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 3: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 4: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 3: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 4: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 5: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 6: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 7: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 7 steps 1: pyridine; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tert-butyl alcohol / 4 h / 0 - 20 °C / Inert atmosphere 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 3: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere 4: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 5: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 6: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 7: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 2: carbon tetrabromide; 2,6-dimethylpyridine; triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 3: potassium hexamethylsilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 4: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 5: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 6: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 6 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere 2: triphenylphosphine; iodine; 1H-imidazole / 0 °C / Inert atmosphere 3: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 4: magnesium / methanol; tetrahydrofuran / 20 °C / Inert atmosphere 5: pyridinium p-toluenesulfonate / methanol; ethylene glycol / 0.33 h / 20 °C / Inert atmosphere 6: manganese(IV) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere View Scheme |
costunolide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: tert.-butyl lithium; N,N,N,N,-tetramethylethylenediamine / hexane; pentane / 36 h / 20 °C / Inert atmosphere 1.2: 3 h / -78 - -30 °C 2.1: manganese(IV) oxide / dichloromethane / 12 h / 20 °C View Scheme |
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