A short, concise synthesis of queuine

A short, concise synthesis of queuine
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DOI:
10.1016/j.tetlet.2010.06.008
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发表时间:
2010-08-11
影响因子:
1.8
通讯作者:
Showalter, H. D. Hollis
Showalter, H. D. Hollis
中科院分区:
化学4区
文献类型:
--
作者:
Brooks, Allen F.;Garcia, George A.;Showalter, H. D. Hollis

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以还原胺化为倒数第二步,通过收敛方案,以36%的总收率完成了一个简短,简洁的合成法。该合成证明了甲硅烷基化促进各种吡咯并[2,3-d]嘧啶中间体的反应的效用,并提供了容易地获得相关吡咯并[2,3-d]嘧啶以及制备额外的阿托卡因类似物的可能性。(C)2010爱思唯尔有限公司保留所有权利。
A short, concise synthesis of queuine was accomplished in a 36% overall yield through a convergent scheme utilizing a reductive amination as the penultimate step. The synthesis demonstrates the utility of silylation to facilitate reactions of various pyrrolo[2,3-d]pyrimidine intermediates, and offers the possibility of easily accessing related pyrrolo[2,3-d]pyrimidines as well as making additional analogues of queuine. (C) 2010 Elsevier Ltd. All rights reserved.