Collect. Czech. Chem. Commun. 1989, 54, 487-497

Synthesis of 2'-end lipophilized derivatives of 2'-5'-triadenylates

Martina Pressová and Jiří Smrt

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


Synthesis of protected derivatives of 2-5 A3 core starting from 2',3'-O-ethoxymethylene-N6-benzoyladenosine (I) by traizolidate and/or modified triester method are described. Preparation of adenylyl-(2'-5')-adenylyl-(2'-5')-2'-3'-O-(1-methoxyhexadecylidene)adenosine (X), adenylyl-(2'-5')-adenylyl-(2'-5')-2'-3'-O-palmitoyladenosine (XIII) and 5'-phosphoryladenyl-(2'-5')-adenylyl-(2'-5')-2'-3'-O-(1-methoxyhexadecylidene)adenosine (XVI) are described.