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A Concise Synthesis of the HCV Protease Inhibitor BILN 2061 and Its P3 Modified Analogs
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作者 刘德军 董径超 +5 位作者 尹云星 马汝建 施一峰 吴颢 陈曙辉 李革 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2011年第7期1489-1502,共14页
A concise synthesis of BILN 2061 was achieved through more efficient installation of P2 4-quinoline moiety via SN2 displacement of the β-OBs group located on the 4-hydroxyl proline intermediate, which was prepared fr... A concise synthesis of BILN 2061 was achieved through more efficient installation of P2 4-quinoline moiety via SN2 displacement of the β-OBs group located on the 4-hydroxyl proline intermediate, which was prepared from 4-α-hydroxyl proline analog via Mitsunobu reaction with inversion of stereochemistry. In addition, a short and practical synthesis for P3 unit is also described herein. Final assembly of four fragments for BILN 2061 was achieved with an overall yield of 58% in 4 steps from P1 to 15a. Furthermore several analogs of BILN 2061 (WX-I--WX-5) containing modifications on P3 unit were synthesized successfully using the same synthetic route as described for the parent inhibitor BILN 2061. 展开更多
关键词 hepatitis C virus (HCV) BILN 2061 SYNTHESIS
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