Oligomeric building block approach to the synthesis of diastereomerically pure pentathymidine 3',5'-methanephosphonates.
[formula: see text] A method for a large-scale synthesis of stereodefined oligo(nucleoside 3',5'-methanephosphonates) has been developed, based on transient 3'-O protection, which allows for the conversion of the protecting chirally defined methanephosphonanilidate group, located at the 3' end of a stereoregular oligomer, into diastereomerically pure "oligomeric building blocks" for stereospecific coupling with the 5'-OH group of another oligonucleotide.
Pyzowski
J
J
Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences, Lódz, Poland.
Wozniak
L A
LA
Stec
W J
WJ
D007202:Indicators and Reagents; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013936:Thymidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
D007202:Indicators and Reagents; D009943:Organophosphorus Compounds; D013936:Thymidine