Synthesis ofN6,N6-Dialkyl Adenine Nucleosides With In Situ Formed Hexaalkylphosphorus Triamides.
Reactions between secondary amines and phosphorus trichloride (PCl3) leads to the formation of the corresponding tris(dialkylamino)phosphines or hexaalkylphosphorus triamides [HAPT: (R2N)3P]. Reaction of silyl-protected 2'-deoxyinosine and acetyl-protected inosine with the in situ formed HAPT and iodine (I2) leads to the formation ofN6,N6-dialkyl adenosine and 2'-deoxyadenosine. In some cases the stoichiometry of the amine is important as also the use of a tertiary amine base. The effect of amine stoichiometry on the reaction of HAPT with I2has been studied by31P{1H} NMR.
Department of Chemistry, The City College and The City University of New York, 160 Convent Avenue, New York, NY 10031-9198, U.S.A.
Mahesh K
MK
Lakshman
Asad
A
Choudhury
Suyeal
S
Bae
Eliezer
E
Rochttis
Padmanava
P
Pradhan
Amit
A
Kumar
adenosine; amine; inosine; iodine; phosphorus triamide