STERIC FIXATION OF BROMOVINYLURACIL - SYNTHESIS OF FURO[2,3-D]PYRIMIDINE NUCLEOSIDES

Authors
EGER K JALALIAN M SCHMIDT M
Citation
K. Eger et al., STERIC FIXATION OF BROMOVINYLURACIL - SYNTHESIS OF FURO[2,3-D]PYRIMIDINE NUCLEOSIDES, Journal of heterocyclic chemistry, 32(1), 1995, pp. 211-218
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
32
Issue
1
Year of publication
1995
Pages
211 - 218
Database
ISI
SICI code
0022-152X(1995)32:1<211:SFOB-S>2.0.ZU;2-N
Abstract
A new synthetic procedure for the preparation of 5,6-dihydrofuro[2,3-d ]pyrimidin-2(3H)-one (3) and its deoxyriboside 8 is reported. Compound 3 undergoes nucleophilic reactions with various agents to yield 5-sub stituted uracil derivatives. The dehydro derivative of 3, furo[2,3-d]p yrimidin-2(3H)-one (18) was synthesized by cyclization of BVU 15, whic h made us develop a reproducible and high yield method for the synthes is of BV(D)U. Starting from 18, the alpha-deoxyriboside 20 and the bet a-riboside 22 were prepared.