Solid phase synthesis of quinazolinones

被引:93
作者
Mayer, JP
Lewis, GS
Curtis, MJ
Zhang, JW
机构
[1] Amgen Inc., Boulder, CO 80301
关键词
D O I
10.1016/S0040-4039(97)10276-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Substituted 4(3H)-quinazolinones were synthesized under acidic conditions from polymer supported anthranilamide precursors and aldehyde inputs. Dehydrogenation using potassium permanganate followed by trifluoroacetic acid cleavage afforded the desired compounds in acceptable yields and purities. Additional diversity at the 3 position was realized by employing amino acid derivatized polymer support. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:8445 / 8448
页数:4
相关论文
共 15 条
[1]   Solid-phase synthesis of 1,3-dialkyl quinazoline-2,4-diones [J].
Buckman, BO ;
Mohan, R .
TETRAHEDRON LETTERS, 1996, 37 (26) :4439-4442
[2]  
Chucholowski A, 1996, CHIMIA, V50, P525
[3]   A POTENT, ORALLY-ACTIVE, BALANCED AFFINITY ANGIOTENSIN-II AT(1) ANTAGONIST AND AT(2) BINDING INHIBITOR [J].
DELASZLO, SE ;
QUAGLIATO, CS ;
GREENLEE, WJ ;
PATCHETT, AA ;
CHANG, RSL ;
LOTTI, VJ ;
CHEN, TB ;
SCHECK, SA ;
FAUST, KA ;
KIVLIGHN, SS ;
SCHORN, TS ;
ZINGARO, GJ ;
SIEGL, PKS .
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (21) :3207-3210
[4]   A general and efficient solid phase synthesis of quinazoline-2,4-diones [J].
Gordeev, MF ;
Hui, HC ;
Gordon, EM ;
Patel, DV .
TETRAHEDRON LETTERS, 1997, 38 (10) :1729-1732
[5]   Solid phase synthesis of chiral 3-substituted quinazoline-2,4-diones [J].
Gouilleux, L ;
Fehrentz, JA ;
Winternitz, F ;
Martinez, J .
TETRAHEDRON LETTERS, 1996, 37 (39) :7031-7034
[6]   Non-peptide glycoprotein IIb/IIIa antagonists .2. Design and in vivo evaluation of 3,4-dihydro-1(1H)-isoquinolinone-based antagonists and ethyl ester prodrugs [J].
Hutchinson, JH ;
Cook, JJ ;
Brashear, KM ;
Breslin, MJ ;
Glass, JD ;
Gould, RJ ;
Halczenko, W ;
Holahan, MA ;
Lynch, RJ ;
Sitko, GR ;
Stranieri, MT ;
Hartman, GD .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (23) :4583-4591
[7]   QUINAZOLINEACETIC ACIDS AND RELATED ANALOGS AS ALDOSE REDUCTASE INHIBITORS [J].
MALAMAS, MS ;
MILLEN, J .
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (04) :1492-1503
[8]  
MANNSCHRECK A, 1984, EUR J MED CHEM, V19, P381
[9]   Multiple simultaneous synthesis of phenolic libraries [J].
Meyers, HV ;
Dilley, GJ ;
Durgin, TL ;
Powers, TS ;
Winssinger, NA ;
Zhu, H ;
Pavia, MR .
MOLECULAR DIVERSITY, 1995, 1 (01) :13-20