A practical enantioselective synthesis of odanacatib, a potent cathepsin K inhibitor, via triflate displacement of an α-Trifluoromethylbenzyl triflate

Journal of Organic Chemistry

Volumn 74, Issue 4, 2009, Pages 1605-1610

  O'Shea, Paul D ^a   Chen, G Yi ^b   Gauvreau, Danny ^a   Gosselin, Francis ^a   Hughes, Greg ^a   Nadeau, Christian ^a   Volante, Ralph P ^b  

^a MERCK FROSST CENTRE FOR THERAPEUTIC RESEARCH   (Canada)

^b MERCK RESEARCH LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ENANTIO-SELECTIVE SYNTHESIS; ETHYL ESTERS; HIGH YIELDS; STEREOCENTER; STEREOSPECIFIC; TRIFLATE; TRIFLATE DISPLACEMENTS;

AMINES; ESTERS; STEREOCHEMISTRY;

SUGAR (SUCROSE);

CATHEPSIN K; CATHEPSIN K INHIBITOR; ODANACATIB; TRIFLUOROMETHANESULFONIC ACID; TRIFLUOROMETHYLBENZYL TRIFLATE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; DRUG TARGETING; ENANTIOSELECTIVITY; ENZYME INHIBITION; OSTEOPOROSIS; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; SYNTHESIS;

ALCOHOLS; BIPHENYL COMPOUNDS; CATHEPSINS; ESTERS; HYDROCARBONS, FLUORINATED; HYDROLYSIS; PROTEASE INHIBITORS; STEREOISOMERISM; SUBSTRATE SPECIFICITY;

EID: 64349107702     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo8020314     Document Type: Article

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