Practical route to a new class of LTD(4) receptor antagonists

被引:247
作者
Larsen, RD [1 ]
Corley, EG [1 ]
King, AO [1 ]
Carroll, JD [1 ]
Davis, P [1 ]
Verhoeven, TR [1 ]
Reider, PJ [1 ]
Labelle, M [1 ]
Gauthier, JY [1 ]
Xiang, YB [1 ]
Zamboni, RJ [1 ]
机构
[1] MERCK & CO INC,MERCK FROSST CTR THERAPEUT RES,POINTE CLAIRE,PQ H9R 4P8,CANADA
关键词
D O I
10.1021/jo952103j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general approach to the synthesis of a new class of LTD(4) antagonists is presented. The key diarylpropane framework was prepared by Claisen-Schmidt condensation and selective reduction of the enone. Depending on the bridge to the 7-chloroquinaldine moiety, alkylation or Heck coupling methodology was developed. The chiral sulfides were introduced by asymmetric reduction of the diarylpropanone intermediates and subsequent inversion of the chiral center.
引用
收藏
页码:3398 / 3405
页数:8
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