342602-11-3Relevant academic research and scientific papers
The design, synthesis and evaluation of novel HIV-1 protease inhibitors with high potency against PI-resistant viral strains
Zhang, Fengqi,Chapman, Kevin T.,Schleif, William A.,Olsen, David B.,Stahlhut, Mark,Rutkowski, Carrie A.,Kuo, Lawrence C.,Jin, Lixia,Lin, Jiunn H.,Emini, Emilio A.,Tata, James R.
, p. 2573 - 2576 (2003)
Replacement of the pyridylmethyl moiety in indinavir with a pyridyl oxazole yielded HIV-1 protease inhibitors (PI) with greatly improved potency against PI-resistant HIV-1 strains. A meta-methoxy group on the pyridyl ring and a gem-dimethyl methyl linkage afforded compound 10 with notable in vitro antiviral activity against HIV-1 viral strains with reduced susceptibility to the clinically available PIs. Compound 10 also demonstrated favorable in vivo pharmacokinetics in animal models.
Approaches to installing a N-gem-dimethylmethylene-2-oxazolyl group and application to the synthesis of a second generation HIV protease inhibitor
Ikemoto, Norihiro,Miller, Ross A.,Fleitz, Fred J.,Liu, Jinchu,Petrillo, Daniel E.,Leone, Joseph F.,Laquidara, Joseph,Marcune, Benjamin,Karady, Sandor,Armstrong III, Joseph D.,Volante, Ralph P.
, p. 1867 - 1871 (2007/10/03)
Two syntheses of the title compound 1 were developed based on different approaches for installing the oxazole ring moiety. Formation and dehydration of ketoamide was initially used and scaled up to afford 1 on several kilogram scale, then oxazolyl anion/i
