M. Sobkowski
Feb 8, 2010
Citations
0
Influential Citations
4
Citations
Journal
Collection of Czechoslovak Chemical Communications
Abstract
Application of the pivaloyl group as a protection for the N3 position of thymidine and uridine was investigated. Pivaloylation of thymidine is a very rapid reaction proceeding under mild conditions with excellent regioselectivity for sugar or thymine moiety, depending on the amines used. Several pivaloylated thymidine derivatives were obtained by treatment of unprotected thymidine with pivaloyl chloride under various experimental conditions. Stability of the N 3-pivaloyl protecting group under basic and acidic conditions was evaluated and the conditions for its selective removal were found.