Synthesis of novel piperazine based building blocks: 3,7,9-triazabicyclo[3.3.1]nonane, 3,6,8-triazabicyclo[3.2.2]-nonane, 3-oxa-7,9-diazabicyclo[3.3.1]nonane and 3-oxa-6,8-diazabicyclo[3.2.2]nonane

被引:30
作者
Revesz, L [1 ]
Blum, E [1 ]
Wicki, R [1 ]
机构
[1] Novartis Inst BioMed Res, CH-4002 Basel, Switzerland
关键词
bridged piperazines;
D O I
10.1016/j.tetlet.2005.06.020
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学]; 081704 [应用化学];
摘要
The preparation of four novel bridged piperazine building blocks is described: 3,7,9-triazabicyclo[3.3.1]nonane 1, 3-oxa-7,9-diazabicyclo[3.3.1]nonane 2, 3,6,8-triazabicyclo[3.2.2]nonane 3 and 3-oxa-6,8-diazabicyclo[3.2.2]nonane 4. The scaffold of 1 was synthesized from N,N'-dibromobenzenesulfonamide and ethyl acrylate. Compound 2 may be prepared from identical starting materials or alternatively from alpha,alpha'-diglycerol. Compounds 3 and 4 were identified as side products from possible aziridinium intermediates. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5577 / 5580
页数:4
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