Title:
exo-N-[2-(4-Azido-2,3,5,6-tetrafluorobenzamido)ethyl]-dC: a novel intermediate in the synthesis of dCTP derivatives for photoaffinity labelling
Languages of Item:
English
Abstract:
An alternative route for the synthesis of a photoaffinity labelling (PAL) dCTP derivative is reported. This method involves the intermediacy of exo-N-[2-(4-azido-2,3,5,6-tetrafluorobenzamido)ethyl]-dC. The latter is prepared from the coupling of known N-(2-aminoethyl)-4-azido-2,3,5,6-tetrafluorobenzamide, prepared in an improved three-step sequence, with an activated 4-triazolyl derivative of dU, followed by deprotection. 19F NMR spectroscopy proved extremely useful in following the synthetic transformations, and enabled control of any adventitious reduction of the azides. 2007 Elsevier Ltd. All rights reserved.
Authors:
Crina Cismas
Thanasis Gimisis
Journal:
TETRAHEDRON LETTERS
Keywords:
3,5,6-tetrafluorobenzamide derivatives,[4-Azido-2
Main subject category:
Science
Official URL (Publisher):
DOI:
10.1016/j.tetlet.2007.12.083