新产品编号:33731

4H-1-苯并吡喃-4-酮,5-氨基-2-(4-氨基苯基)-(9CI)Chemical Name: 5-Amino-2-(4-aminophenyl)-4H-1-benzopyran-4-one
CAS No. 130599-46-1
项目整合开发状态: Preclinical
项目研究机构: Kyowa Hakko (Originator)
合成路线:The reaction of 3-aminophenol (I) with pivaloyl chloride and then with DHP and TsOH gives the protected pivalanilide (II),which is condensed with ethyl chloroformate by means of BuLi in THF yielding the benzoate ester (III).The condensation of benzoate (III) with acetophenone (IV) by means of NaH in refluxing dioxane affords the intermediate diketone (V),which,without purification,was treated with HCl in ethanol at room temperature to give the protected flavone (VI).Finally,thee removal of the two pivaloyl protecting groups was effected with HCl in refluxing ethanol.
📌 参考资料/链接:
参考文献标题:5-Aminoflavone derivs.
文献作者:Shida,Y.; Sagaya,T.; Gomi,K.; Kasai,M.; Morimoto,M.(Kyowa Hakko Kogyo Co.,Ltd.)
参考来源:EP 0374789; JP 1990256673

📄 详细内容


合成路线:The reaction of 3-aminophenol (I) with pivaloyl chloride and then with DHP and TsOH gives the protected pivalanilide (II),which is condensed with ethyl chloroformate by means of BuLi in THF yielding the benzoate ester (III).The condensation of benzoate (III) with acetophenone (IV) by means of NaH in refluxing dioxane affords the intermediate diketone (V),which,without purification,was treated with HCl in ethanol at room temperature to give the protected flavone (VI).Finally,thee removal of the two pivaloyl protecting groups was effected with HCl in refluxing ethanol.

参考文献标题:Novel 5-aminoflavone derivatives as specific antitumor agents in breast cancer
文献作者:Akama,T.; Shida,Y.; Sugaya,T.; Ishida,H.; Gomi,K.; Kasai,M.
参考来源:J Med Chem 1996,39(18),3461


合成路线:The reaction of 3-aminophenol (I) with pivaloyl chloride and then with DHP and TsOH gives the protected pivalanilide (II),which is condensed with ethyl chloroformate by means of BuLi in THF yielding the benzoate ester (III).The condensation of benzoate (III) with acetophenone (IV) by means of NaH in refluxing dioxane affords the intermediate diketone (V),which,without purification,was treated with HCl in ethanol at room temperature to give the protected flavone (VI).Finally,thee removal of the two pivaloyl protecting groups was effected with HCl in refluxing ethanol.
参考文献标题:Synthesis of a 6H-pyrazolo[4,5,1-de]acridin-6-one derivative: A useful intermediate of antitumor agents
文献作者:Sugaya,T.; et al.
参考来源:Synthesis 1994,73


产品链接: CAS No. 130599-46-1››