E-5110
Chemical Name: 3-[3,5-Di(tert-butyl)-4-hydroxybenzylidene]-1-methoxypyrrolidin-2-one; N-Methoxy-3-[3,5-di(tert-butyl)-4-hydroxybenzylidene]-2-pyrrolidone
CAS No. 107746-52-1
项目整合开发状态: Phase II
项目研究机构: Eisai (Originator)
合成路线:The reaction of gamma-butyrolactone (I) with Br2 and PBr3 at 100 C followed by a treatment with SOCl2 gives 2,4-dibromobutanoyl chloride (II),which is condensed with O-methylhydroxylamine by means of NaOH in CHCl3 yielding N-methoxy-3-bromopyrrolidin-2-one (III).The reaction of (III) with triphenylphosphine (IV) in hot THF affords the triphenylphosphonium salt (V),which is finally condensed with 3,5-di(tert-butyl)-4-hydroxybenzaldehyde (VI) by means of triethylamine in hot ethanol.
📌 参考资料/链接：
参考文献标题:2-Pyrrolidone derivatives,process for preparing them,pharmaceutical compositions and use
文献作者:Ikuta,H.; Yamagishi,Y.; Akasaka,K.; Yamatsu,I.; Kobayashi,S.; Shirota,H.; Katayamaa,K.(Eisai Co.,Ltd.)
参考来源:AU 8656766; EP 0204964; ES 8800148; JP 1986257967; US 4833160
📄 详细内容
合成路线:The reaction of gamma-butyrolactone (I) with Br2 and PBr3 at 100 C followed by a treatment with SOCl2 gives 2,4-dibromobutanoyl chloride (II),which is condensed with O-methylhydroxylamine by means of NaOH in CHCl3 yielding N-methoxy-3-bromopyrrolidin-2-one (III).The reaction of (III) with triphenylphosphine (IV) in hot THF affords the triphenylphosphonium salt (V),which is finally condensed with 3,5-di(tert-butyl)-4-hydroxybenzaldehyde (VI) by means of triethylamine in hot ethanol.
参考文献标题:E-5110
文献作者:Prous,J.; Castar,J.
参考来源:Drugs Fut 1989,14(4),307
合成路线:The reaction of gamma-butyrolactone (I) with Br2 and PBr3 at 100 C followed by a treatment with SOCl2 gives 2,4-dibromobutanoyl chloride (II),which is condensed with O-methylhydroxylamine by means of NaOH in CHCl3 yielding N-methoxy-3-bromopyrrolidin-2-one (III).The reaction of (III) with triphenylphosphine (IV) in hot THF affords the triphenylphosphonium salt (V),which is finally condensed with 3,5-di(tert-butyl)-4-hydroxybenzaldehyde (VI) by means of triethylamine in hot ethanol.
参考文献标题:Synthesis and antiinflammatory activities of 3-(3,5-di-tert-butyl-4-hydroxybenzylidene)pyrrolidin-2-ones
文献作者:Shirota,H.; Yamatsu,I.; Yamada,K.; Yomagishi,Y.; Katayama,K.; Kobayashi,S.; Ikuta,H.
参考来源:J Med Chem 1987,30(11),1995
产品链接: CAS No. 107746-52-1››