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• 作者：Javier Garc&iacute ; a ; Alba D&iacute ; az-Rodr&iacute ; guez ; Susana Ferná ; ndez ; Yogesh S. Sanghvi ; Miguel Ferrero ; Vicente Gotor
• 刊名：Journal of Organic Chemistry
• 出版年：2006
• 出版时间：December 22, 2006
• 年：2006
• 卷：71
• 期：26
• 页码：9765 - 9771
• 全文大小：127K
• 年卷期：v.71,no.26(December 22, 2006)
• ISSN：1520-6904

文摘

An efficient and high yield protocol for the synthesis and separation of 3'- and/or 5'-protected -2'-deoxynucleosides has been developed through regioselective acylation/deacylation processes catalyzedby enzymes. Pseudomonas cepacia lipase (PSL-C) was found to be highly chemo- and regioselectivetoward the 3'-position of the -2'-deoxynucleoside derivatives, whereas PSL-C displayed oppositeselectivity toward the 5'-position for the corresponding -anomer. The successful application of thisprotocol was demonstrated by a convenient separation of an /-mixture of thymidine derivatives froman industrial waste stream. Furthermore, this technique was also applied for the separation of an anomericmixture of 2'-deoxy-2'-fluoro-/-arabinonucleosides that are useful building blocks for the antisenseconstructs.