Oligomeric building block approach to the synthesis of diastereomerically pure pentathymidine 3 ',5 '-methanephosphonates

Authors
Pyzowski, J Wozniak, LA Stec, WJ
Citation
J. Pyzowski et al., Oligomeric building block approach to the synthesis of diastereomerically pure pentathymidine 3 ',5 '-methanephosphonates, ORG LETT, 2(6), 2000, pp. 771-773
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
6
Year of publication
2000
Pages
771 - 773
Database
ISI
SICI code
1523-7060(20000323)2:6<771:OBBATT>2.0.ZU;2-R
Abstract
A method for a large-scale synthesis of stereodefined oligo(nucleoside 3',5 '-methanephosphonates) has been developed, based on transient 3'-O protecti on, which allows for the conversion of the protecting chirally defined meth anephosphonanilidate group, located at the 3' end of a stereoregular oligom er, into diastereomerically pure "oligomeric building blocks" for stereospe cific coupling with the 5'-OH group of another oligonucleotide.