Novel chemoenzymatic protocol for the synthesis of 3'-O-dimethoxytrityl-2'-deoxynucleoside derivatives as building blocks for oligonucleotide synthesis

A Díaz-Rodríguez, S Fernández…

Index: Diaz-Rodriguez, Alba; Fernandez, Susana; Sanghvi, Yogesh S.; Ferrero, Miguel; Gotor, Vicente Organic Process Research and Development, 2006 , vol. 10, # 3 p. 581 - 587

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Citation Number: 14

Abstract

An easy, efficient, and scalable chemoenzymatic strategy for the synthesis of 3'-O- dimethoxytrityl-2'-deoxynucleosides has been developed. A key feature of this approach is the regioselective synthesis of 5'-O-levulinyl-2'-deoxynucleosides through enzymatic acylation in the presence of Candida antarctica lipase B. In addition, it was observed that the deblocking of levulinyl group from the 5'-position is perfectly compatible with conventional ...