通过 7,8-二氢嘌呤选择性合成 7-取代嘌呤。
Selective synthesis of 7-substituted purines via 7,8-dihydropurines.
机构信息
Department of Organic Chemistry, Institute of Chemical Technology, Prague, Technická 5, 166 28 Prague 6, Czech Republic.
出版信息
Org Lett. 2010 Dec 17;12(24):5724-7. doi: 10.1021/ol1025525. Epub 2010 Nov 19.
PMID:21090632
Abstract
A simple and efficient protocol for the preparation of 7-substituted purines is described. 6- and 2,6-Dihalopurines were N(9)-tritylated and then transformed to 7,8-dihydropurines by DIBAL-H. Subsequent N(7)-alkylation followed by N(9)-trityl deprotection with trifluoroacetic acid was accompanied by spontaneous reoxidation, which led to the 7-substituted purines at 55-88% overall isolated yields.
摘要
描述了一种简单高效的 7-取代嘌呤制备方法。6- 和 2,6-二卤嘌呤先经 N(9)-三苯甲基化，然后用 DIBAL-H 转化为 7,8-二氢嘌呤。随后的 N(7)-烷基化，再用三氟乙酸脱去 N(9)-三苯甲基保护基，同时伴随着自发的再氧化，总收率为 55-88%，得到 7-取代嘌呤。
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