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A novel phosphate protection for oligonucleotide synthesis: the 2-[(1-naphthyl)carbamoyloxy]ethyl (NCE) group

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卷 41, 期 30, 页码 5623-5626

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PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(00)00911-4

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The utility of the 2-(arylcarbamoyloxy)ethyl group for protection of internucleosidic phosphate linkages in oligonucleotide synthesis was studied. Of the three protecting groups tested, the 2-[(1 -naphthyl)carbamoyloxy]ethyl demonstrated high coupling yields, favorable deprotection kinetics and the highest hydrolytic stability of the thymidine phosphoramidite building block. The mechanism of deprotection was confirmed by deprotecting a model phosphate triester and synthetic dodecathymidylate. (C) 2000 Elsevier Science Ltd. All rights reserved.

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