Synthesis of topostins B567 and D654 (WB-3559D, flavolipin), DNA topoisomerase I inhibitors of bacterial origin

被引:16
作者
Shioiri, T [1 ]
Terao, Y [1 ]
Irako, N [1 ]
Aoyama, T [1 ]
机构
[1] Nagoya City Univ, Fac Pharmaceut Sci, Mizuho Ku, Nagoya, Aichi 4678603, Japan
关键词
topostin; enzyme inhibitors; asymmetric reaction; coupling;
D O I
10.1016/S0040-4020(98)00984-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Topostins B567 (2b) and D654 (3b) (WB-3559D, flavolipin) have been efficiently synthesized from 1,10-decanediol (5) in 11 and 13 steps, respectively, involving an asymmetric hydrogenation of the beta-keto ester 14 using (R)-BINAP ruthenium bromide and a peptide coupling using diethyl phosphorocyanidate (DEPC, (EtO)(2)P(O)CN) as key steps. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:15701 / 15710
页数:10
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