Abstract
We have described the preparation of an aryl azide and its tetrafluoro analogue that are designed to be photoaffinity labeling agents for the estrogen receptor. Several alternative protection group strategies are explored in the synthesis, and we have developed as well, an iodination, hydrogenolysis, azide resynthesis sequence suitable for radiolabeling these compounds with tritium at a carrier-free level. In addition, we have determined that upon photolysis, both the tetrafluoro and protio aryl azides (15 and 16) are capable of demonstrating C-H insertion in the nonnucleophilic solvent toluene. The availability of these compounds and this radiolabeling sequence has enabled us to study these compounds as photoaffinity labeling reagents for the estrogen receptor and to compare their photocovalent attachment efficiency in a critical test of the effect of fluorine-substitution on photoaffinity labeling efficiency in a complex system
Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
