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Tetrahedron Letters

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

AP Guzaev, M Manoharan

文献索引:Guzaev, Andrei P.; Manoharan, Muthiah Tetrahedron Letters, 2000 , vol. 41, # 30 p. 5623 - 5626

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被引用次数: 16

摘要

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 ...