Concise two-step solution phase syntheses of four novel dihydroquinazoline scaffolds

被引:29
作者
Dietrich, Justin [1 ,2 ,3 ]
Kaiser, Christine
Meurice, Nathalie
Hulme, Christopher [1 ,2 ,3 ,4 ]
机构
[1] Univ Arizona, Coll Pharm, Div Med Chem, Dept Pharm Tox, Tucson, AZ 85721 USA
[2] Univ Arizona, Coll Pharm, Div Organ Chem, Dept Pharm Tox, Tucson, AZ 85721 USA
[3] Univ Arizona, Inst BIO5, Tucson, AZ 85721 USA
[4] Univ Arizona, Dept Chem, Tucson, AZ 85721 USA
关键词
BIOAVAILABLE OXYTOCIN ANTAGONISTS; MULTICOMPONENT REACTIONS; MOLECULAR DIVERSITY; CCR5; ANTAGONISTS; DRUG DISCOVERY; HUMAN-GENOME; POTENT; 2,5-DIKETOPIPERAZINES; ISOCYANIDE; PHARMACOKINETICS;
D O I
10.1016/j.tetlet.2010.05.108
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel two-step solution phase protocols for the synthesis of dihydroquinazolines and fused dihydroquinazoline-benzodiazepine tetracycles are reported. The methodology employs the Ugi reaction to assemble the desired diversity and acid treatment enables ring-closing transformations. The protocols are further facilitated by the use of microwave irradiation and n-butyl isocyanide to control the rate of each ring-forming transformation. Published by Elsevier Ltd.
引用
收藏
页码:3951 / 3955
页数:5
相关论文
共 21 条
  • [21] 2,5-diketopiperazines as potent and selective oxytocin antagonists - 1: identification, stereochemistry and initial SAR
    Wyatt, PG
    Allen, MJ
    Borthwick, AD
    Davies, DE
    Exall, AM
    Hatley, RJD
    Irving, WR
    Livermore, DG
    Miller, ND
    Nerozzi, F
    Sollis, SL
    Szardenings, AK
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (10) : 2579 - 2582