Teroxirone, NSC-296934, alpha-TGT, alpha-TGI
替罗昔隆 b-三甘油苷 异氰脲酸盐 Chemical Name: [1(R*),3(R*),5(S*)]-(?-1,3,5-Tris(oxiranylmethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione; (RS,RS,SR)-1,3,5-Tris(2,3-epoxypropyl)-s-triazine-2,4,6(1H,3H,5H)-trione; alpha-1,3,5-Triglycidyl-s-triazinetrione; alpha-Triglycidyl isocyanurate; Triazinetrione triepoxide
CAS No. 59653-73-5, 59653-74-6 (beta-isomer)
项目整合开发状态: Phase II
项目研究机构: Henkel (Originator), National Cancer Institute (Originator), Asta Medica (Licensee)
合成路线:The compound can be prepared in the following way:The reaction of a large excess of epichlorohydrin (II) with cyanuric acid (I) at a temperature above 60 C leads to the 1,3,5-tris(oxiranylmethyl)-substituted derivative (III).Thus,epichlorohydrin functions both as alkylating agent and base.The addition of sodium hydroxide accelerates and completes the hydrogen chloride abstraction after the first step of the reaction.Fractional crystallization of the product gives the alpha and beta stereoisomers.
📌 参考资料/链接:
参考文献标题:Therapeutic compsns.with a cytostatic action
文献作者:Schnegelberger,H.; Budnowski,M.(Henkel KgA)
参考来源:GB 2044614
📄 详细内容
合成路线:The compound can be prepared in the following way:The reaction of a large excess of epichlorohydrin (II) with cyanuric acid (I) at a temperature above 60 C leads to the 1,3,5-tris(oxiranylmethyl)-substituted derivative (III).Thus,epichlorohydrin functions both as alkylating agent and base.The addition of sodium hydroxide accelerates and completes the hydrogen chloride abstraction after the first step of the reaction.Fractional crystallization of the product gives the alpha and beta stereoisomers.
参考文献标题:Teroxirone
文献作者:Castar,J.; Serradell,M.N.; Blancafort,P.
参考来源:Drugs Fut 1983,8(11),936
合成路线:The compound can be prepared in the following way:The reaction of a large excess of epichlorohydrin (II) with cyanuric acid (I) at a temperature above 60 C leads to the 1,3,5-tris(oxiranylmethyl)-substituted derivative (III).Thus,epichlorohydrin functions both as alkylating agent and base.The addition of sodium hydroxide accelerates and completes the hydrogen chloride abstraction after the first step of the reaction.Fractional crystallization of the product gives the alpha and beta stereoisomers.
参考文献标题:Preparation and properties of the diastereoisomeic 1,3,5-triglycidyl-s-triazinetriones
文献作者:Budnowski,M.
参考来源:Angew Chem 1968,7827
产品链接: CAS No. 59653-73-5›› 产品链接: CAS No.59653-74-6››