Synthesis of 3',5'-cyclic diguanylic acid (cdiGMP) using 1-(4-chlorophenyl)-4-ethoxypiperidin-4-yl as a protecting group for 2'-hydroxy functions of ribonucleosides.
We herein report a convenient synthesis of 3',5'-cyclic diguanylic acid via the modified H-phosphonate approach. The 1-(4-chlorophenyl)-4-ethoxypiperidin-4-yl (Cpep) group was used as protecting group for the 2'-hydroxy functions of ribonucleosides. Complete unblocking of the fully protected 3',5'-cyclic diguanylic acid gave cdiGMP as a homogeneous compound in an excellent yield.
Yan
Hongbin
H
Department of Chemistry, Brock University. St. Catharines, Ontario, Canada. tyan@brocku.ca
Aguilar
Aimé López
AL
D006152:Cyclic GMP / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D012263:Ribonucleosides / Q000737:chemistry*
D012263:Ribonucleosides; C062025:bis(3',5')-cyclic diguanylic acid; D006152:Cyclic GMP