Facile syntheses of N-(1-alkenyl) derivatives of 2,4-pyrimidinediones

Authors
Citation
U. Henriksen, Facile syntheses of N-(1-alkenyl) derivatives of 2,4-pyrimidinediones, NUCLEOS NUC, 19(7), 2000, pp. 1093-1100
Citations number
28
Categorie Soggetti
Biochemistry & Biophysics
Journal title
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
ISSN journal
15257770 → ACNP
Volume
19
Issue
7
Year of publication
2000
Pages
1093 - 1100
Database
ISI
SICI code
1525-7770(2000)19:7<1093:FSONDO>2.0.ZU;2-E
Abstract
N-(1-alkenyl) derivatives of 2,4-Pyrimidinediones (6 - 9) were prepared in a one pot synthesis from aldehydes and the nucleobases using trimethylsilyl trifluoromethanesulfonate (TfOTMS) as coupling reagent. Presilylation of t he above nucleobases, and N-6-benzoyladenine, with excess N,O-bis(trimethyl silyl)acetamide (BSA) followed by addition of one mol eq. TfOTMS yielded th e N-(1-trimethylsilyloxyalkyl) derivatives 1 - 5.