Parallel synthesis of 3-amino-4H-quinolizin-4-ones, fused 3-amino-4H-pyrimidin-4-ones, and fused 3-amino-2H-pyran-2-ones

被引:51
作者
Cebasek, P [1 ]
Bevk, D [1 ]
Pirc, S [1 ]
Stanovnik, B [1 ]
Svete, J [1 ]
机构
[1] Univ Ljubljana, Fac Chem & Chem Technol, Ljubljana 1000, Slovenia
来源
JOURNAL OF COMBINATORIAL CHEMISTRY | 2006年 / 8卷 / 01期
关键词
D O I
10.1021/cc050073k
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
On the basis of the enaminone methodology, libraries of 3-amino-4H-quinolizin-4-ones, fused 3-amino4H-pyrimidin-4-ones, and fused 3-amino-2H-pyran-2-ones were synthesized by the solid-phase and by the solution-phase parallel synthesis. The solution-phase approach turned out to be advantageous over the solid-phase approach. The solution-phase synthesis afforded, in most cases, analytically pure products in high yields, whereas the solid-phase approach gave products in poor yields and in low purity.
引用
收藏
页码:95 / 102
页数:8
相关论文
共 55 条
[1]   Substrate specificity of NovM: Implications for novobiocin biosynthesis and glycorandomization [J].
Albermann, C ;
Soriano, A ;
Jiang, JQ ;
Vollmer, H ;
Biggins, JB ;
Barton, WA ;
Lesniak, J ;
Nikolov, DB ;
Thorson, JS .
ORGANIC LETTERS, 2003, 5 (06) :933-936
[2]   THE 43-KILODALTON N-TERMINAL FRAGMENT OF THE DNA GYRASE-B PROTEIN HYDROLYZES ATP AND BINDS COUMARIN DRUGS [J].
ALI, JA ;
JACKSON, AP ;
HOWELLS, AJ ;
MAXWELL, A .
BIOCHEMISTRY, 1993, 32 (10) :2717-2724
[3]  
[Anonymous], 1993, PROG HETEROCYCL CHEM, DOI [10.1002/jhet.5570270247z(, DOI 10.1002/JHET.5570270247Z]
[4]  
[Anonymous], COMPR HETEROCYCL CHE
[5]  
Avendano C, 1996, COMPREHENSIVE HETE 2, V8, P507
[6]   Parallel solution-phase synthesis of (Z)-3-(arylamino)-2,3-dehydroalanine derivatives and solid-phase synthesis of fused pyrimidones [J].
Cebasek, P ;
Wagger, J ;
Bevk, D ;
Jakse, R ;
Svete, J ;
Stanovnik, B .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2004, 6 (03) :356-362
[7]  
CRESCENZI B, 2004, Patent No. 2004058757
[8]   Comprehensive survey of combinatorial library synthesis: 2000 [J].
Dolle, RE .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2001, 3 (06) :477-517
[9]   Comprehensive survey of combinatorial library synthesis: 1998 [J].
Dolle, RE ;
Nelson, KH .
JOURNAL OF COMBINATORIAL CHEMISTRY, 1999, 1 (04) :235-282
[10]  
Dorwald FZ, 2002, ORGANIC SYNTHESIS SO, P1