23679-20-1Relevant articles and documents
Convenient and efficient approach to di- and trideoxyribonucleotide N3′→P5′ phosphoramidates
Tang, Xu,Huang, Cheng,Fu, Hua,Zhao, Yufen
, p. 1930 - 1932 (2007/10/03)
Arbuzov reaction of phenyl phosphorodichloridite with an equivalent of allyl alcohol and tert-butyl alcohol produced phenyl allyl H-phosphonate and the subsequent ester-exchange with various nucleosides produced nucleoside allyl H-phosphonates. Antherton-Todd reaction of the nucleoside allyl H-phosphonates with 3′-amino-3′-deoxythymidine yielded dideoxyribonucleotide N3′→P5′ phosphoramidates, and the repetition of this procedure provided trideoxyribonucleotide N3′→P5′ phosphoramidates. The method can be used for the synthesis of oligodeoxyribonucleotide N3′→P5′ phosphoramidates without any protection for all nucleosides. Georg Thieme Verlag Stuttgart.