【文章名】A Practical Enantioselective Synthesis of Odanacatib, a Potent Cathepsin K Inhibitor, via Triflate Displacement of an a-Trifluoromethylbenzyl Triflate.
A Practical Enantioselective Synthesis of Odanacatib, a Potent Cathepsin K Inhibitor, via Triflate Displacement of an a-Trifluoromethylbenzyl Triflate.
作者
O'Shea, Paul D.;Chen, Cheng-yi;Gauvreau, Danny;Gosselin, Francis;Hughes, Greg;Nadeau, Christian;Volante, Ralph P.;
[摘要]：An enantioselective synthesis of the Cathepsin K inhibitor odanacatib (I, MK-0822) is described. The key step involves the novel stereospecific SN2 triflate displacement of a chiral a-trifluoromethylbenzyl triflate II with (S)-g-fluoroleucine Et ester (III) to generate the required a-trifluoromethylbenzyl amino stereocenter. The triflate displacement is achieved in high yield (95%) and minimal loss of stereochem. The overall synthesis of I is completed in 6 steps in 61% overall yield.
