Studies on pyrrolidinones.: Synthesis of new α-pyridones derivatives

被引:10
作者
Malecki, N
Houssin, R
Hénichart, JP
Couturier, D
Petra, F
Legentil, L
Rigo, B
机构
[1] Ecole Hautes Etud Ind, Grp Rech Inhibit Proliferat Cellulaire EA 2692, F-59046 Lille, France
[2] Univ Lille 2, Inst Chim Pharmaceut Albert Lespagnol, Grp Rech Inhibit Proliferat Cellulaire EA 2692, F-59006 Lille, France
[3] Univ Lille 1, Lab Ingn Mol, F-59655 Lille, France
关键词
D O I
10.1002/jhet.5570400105
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dimethyl 7-methoxycarbonylmethyl-5-oxo-1,2,3,5-tetrahydro-indolizine-3,8-dicarboxylate was synthesized starting from methyl pyroglutamate. A study was made of the reactions of this highly functionalized pyridone with ethyl iodide, selenium oxide, isoamyl nitrite and formaldehyde. Literature reports that reaction of 4-(1-carbomethoxypropyl)-5-carbomethoxy-1,6-cyclopentano-2-pyridone with formaldehyde lead to a 95% yield of a monolactone (26) precursor of camptothecin. Our experiments resulted in 15% of this monolactone and 40% of a new dilactone (27).
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页码:45 / 50
页数:6
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