Multi-component assembly of the bicyclic core associated with the tRNA synthetase inhibitors SB-203207 and SB-203208. Application to the synthesis of biologically active analogues

被引:22
作者
Banwell, MG [1 ]
Crasto, CF
Easton, CJ
Karoli, T
March, DR
Nairn, MR
O'Hanlon, PJ
Oldham, MD
Willis, AC
Yue, WM
机构
[1] Australian Natl Univ, Inst Adv Studies, Res Sch Chem, Canberra, ACT 0200, Australia
[2] GlaxoSmithKline, Harlow CM19 5AW, Essex, England
关键词
D O I
10.1039/b104890m
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The ketone (+/-)- 5, which embodies the bicyclic core associated with the title tRNA synthetase inhibitors 1 and 2, has been prepared via a three-component coupling reaction involving 2-( hydroxymethyl) cyclopent-2-enone (15), methylamine (6) and propiolamide (10); straightforward elaboration of the readily derived acetates ()- 21 and (+)- 21 has provided the biologically active analogues 23 and 24, respectively, of the title compounds.
引用
收藏
页码:2210 / 2211
页数:2
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