期刊
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS
卷 70, 期 9, 页码 1465-1481出版社
INST ORGANIC CHEM AND BIOCHEM
DOI: 10.1135/cccc20051465
关键词
acyclic nucleoside phosphonates; acyclic nucleotide analogues; thymidine phosphorylase; deoxyfluorinations; thymine; pyrimidines; antivirals
A novel method of transformation of HOCH2 group to FCH2 was successfully applied to the preparation of fluorine-containing pyrimidine acyclic nucleoside phosphonates ( FPMP compounds) such as (S)- and (R)- 1-[3-fluoro-2-(phosphonomethoxy) propyl] thymine (7a, 7b) (FPMPT). The key displacement of hydroxy group with fluorine in 1-{2-[(diisopropoxyphosphoryl)methoxy]- 3-hydroxypropyl}-4-methoxy-5-methylpyrimidin-2(1H)- one (5a, 5b) was performed using perfluorobutane-1-sulfonyl fluoride in the presence of DBU. Novel pyrimidine acyclic nucleoside phosphonates were investigated as inhibitors of thymidine phosphorylase.
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