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Deoxyadenosine and deoxycytidine have highly nucleophilic amino groups. Therefore, without base protection, the undesired N-phosphitylations of these amino groups occur in the previous phosphoramidite methods. Now, we report that these N-phosphitylations were considerably suppressed in our new coupling strategy using HOBt as a promoter capable of formation of phosphite-type intermediates.

A new strategy for the synthesis of oligodeoxynucleotides in the phosphoramidite method without base protection via phosphite intermediates