Stiripentol, BCX-2600

司替戊醇Chemical Name: 4,4-Dimethyl-1-[(3,4-methylenedioxy)phenyl]-1-penten-3-ol; 1-(1,3-Benzodioxol-5-yl)-4,4-dimethyl-1-penten-3-ol
CAS No. 49763-96-4
项目整合开发状态: Phase II
项目研究机构: Biocodex (Orphan Drug), Biocodex (Originator)
合成路线:The condensation of 3,4-methylenedioxybenzaldehyde (I) with 3,3-dimethyl-2-butanone (II) by means of NaOH in ethanol-water gives 4,4-dimethyl-1-[(3,4-methylenedioxy)phenyl]-1-penten-3-one (III),which is reduced with NaBH4 in methanol.
📌 参考资料/链接:
参考文献标题:Stiripentol
文献作者:Castar,J.; Hillier,K.
参考来源:Drugs Fut 1980,5(8),413

📄 详细内容


合成路线:The synthesis of [14]-labeled stiripentol has been published:The reaction of 3,4-methylenedioxybromobenzene (I) with 14CO2 by means of butyllithium in ether gives 3,4-methylenedioxybenzoic acid (II),which is reduced with LiAlH4 to the corresponding benzyl alcohol (III).Oxidation of (III) with CrO3-pyridine affords the aldehyde (IV),which is condensed with methyl tert-butyl ketone (V) by means of NaOH in refluxing ethanol to give the labeled pentanone (VI).Finally,this compound is reduced to [14C]-labeled stiripentol with NaBH4 in methanol.

参考文献标题:Labelling by 14C and 3H of 4,4-dimethyl-1-(3,4-methylenedioxyphenyl)-1-pentene-3-ol or stiripentol
文献作者:Lepage,F.Veyre,A.; Madelmont,J.C.; Labarre,P.; Maurizis,J.C.; Rapp,M.; Dupuy,J.M.
参考来源:J Label Compd Radiopharm 1992,31(11),961


合成路线:The condensation of 3,4-methylenedioxybenzaldehyde (I) with 3,3-dimethyl-2-butanone (II) by means of NaOH in ethanol-water gives 4,4-dimethyl-1-[(3,4-methylenedioxy)phenyl]-1-penten-3-one (III),which is reduced with NaBH4 in methanol.

参考文献标题:
文献作者:Vallet,F.M.J.
参考来源:US 3910959


合成路线:The condensation of 3,4-methylenedioxybenzaldehyde (I) with 3,3-dimethyl-2-butanone (II) by means of NaOH in ethanol-water gives 4,4-dimethyl-1-[(3,4-methylenedioxy)phenyl]-1-penten-3-one (III),which is reduced with NaBH4 in methanol.
参考文献标题:Action of new ethylenic alcohols on the central nervous system
文献作者:Astoin,J.; et al.
参考来源:Eur J Med Chem - Chim Ther 1978,13(1),41-47


产品链接: CAS No. 49763-96-4››