Synthesis of ,-Dialkyl Adenine Nucleosides With In Situ Formed Hexaalkylphosphorus Triamides

Overview

Journal European J Org Chem

Specialty Biochemistry

Date 2013 Aug 10

PMID 23930082

Citations 5

Authors

Mahesh K Lakshman

Asad Choudhury

Suyeal Bae

Eliezer Rochttis

Padmanava Pradhan

Amit Kumar

Affiliations

Soon will be listed here.

Abstract

Reactions between secondary amines and phosphorus trichloride (PCl) leads to the formation of the corresponding tris(dialkylamino)phosphines or hexaalkylphosphorus triamides [HAPT: (RN)P]. Reaction of silyl-protected 2'-deoxyinosine and acetyl-protected inosine with the in situ formed HAPT and iodine (I) leads to the formation of ,-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 I has been studied by P{H} NMR.

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