The synthesis of carbocyclic 5 '-nor thymidine and an isomer as oligonucleotide monomers

Authors
Hegde, VR Seley, KL Chen, X Schneller, SW
Citation
Vr. Hegde et al., The synthesis of carbocyclic 5 '-nor thymidine and an isomer as oligonucleotide monomers, NUCLEOS NUC, 18(8), 1999, pp. 1905-1910
Citations number
11
Categorie Soggetti
Biochemistry & Biophysics
Journal title
NUCLEOSIDES & NUCLEOTIDES
ISSN journal
07328311 → ACNP
Volume
18
Issue
8
Year of publication
1999
Pages
1905 - 1910
Database
ISI
SICI code
0732-8311(1999)18:8<1905:TSOC5'>2.0.ZU;2-S
Abstract
The chiral synthesis of (1S,3S,4S)-1-(3,4-dihydroxycyclopent-1-yl)-1H-thymi ne (carbocyclic 5'-nor thymidine, 4) has been achieved in 5 steps from (+)- (1R,4S)-4-hydroxy-2-cyclopenten-1-yl acetate (5) and N-3-benzoylthymine. Co mpound 4 is viewed as a monomeric building block for poly-T-like oligomers.