A FACILE SYNTHESIS OF 2-SUBSTITUTED N-TERT-BUTOXYCARBONYL-N-METHYL-1,3-PROPANEDIAMINES, KEY INTERMEDIATES FOR THE PREPARATION OF TRIPLEX DNA-SPECIFIC INTERCALATORS

被引:13
作者
STREKOWSKI, L [1 ]
GULEVICH, Y [1 ]
VANAKEN, K [1 ]
WILSON, DW [1 ]
FOX, KR [1 ]
机构
[1] UNIV SOUTHAMPTON,DEPT PHYSIOL & PHARMACOL,SOUTHAMPTON SO9 3TU,HANTS,ENGLAND
关键词
D O I
10.1016/0040-4039(94)02228-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-substituted 2-(2-naphthyl)quinolin-4-amines 4b,c are superior to other DNA intercalators reported to date in the ability to selectively stabilize triple helix DNA in the presence of duplex DNA. A facile synthesis of the title diamines 1 required for the preparation of 4 is based on a novel addition reaction of metallated tert-butyl N,N-dimethylcarbamate [Boc-N(Me)CH(2)M; 7, M=Li; 8, M=MgBr; 9, M=Cu(CN)ZnCl] with a nitroalkene.
引用
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页码:225 / 228
页数:4
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