343566-72-3Relevant academic research and scientific papers
Diastereoselectivity in the addition of allylzinc reagents to δalkoxy-γδ-disubstituted alkenyllithium compounds
Bernard, Nicolas,Chemla, Fabrice,Ferreira, Franck,Mostefai, Naouel,Normant, Jean-F.
, p. 3139 - 3147 (2007/10/03)
The carbometalation reaction of allyl- and crotylzinc bromide with metalated disubstituted homoallylic ethers gives tri- or tetrasubstituted 5-hexenyl ethers with excellent control of the diastereoselectivity. The stereochemistry of this reaction is discu
Synthesis of an optically active, bicyclic 2-pyridone dipeptide mimetic
Dragovich, Peter S.,Zhou, Ru,Prins, Thomas J.
, p. 741 - 746 (2007/10/03)
The eleven-step preparation of the bicyclic 2-pyridone dipeptide mimetic 1 [(3S)-6-(benzyloxycarbonylamino)-5-oxo-l,2,3,5-tetrahydroindolizine-3- carboxylic acid] in optically active form (60% ee) is described. Key steps in the synthesis of I include the osmium-catalyzed asymmetric dihydroxylation of olefin 13 [(6-but-3-enyl-2-methoxypyridin-3-yl)carbamic acid benzyl ester] and the intramolecular cyclization of protected diol 19 [(3'R)-{6-[4'-(tert-butyldimethylsilanyloxy)-3'-hydroxybutyl]-2- methoxypyridin-3-yl}carbamic acid benzyl ester] to afford the pyridinium salt 20 [(3S)-[3-(tert-butyldimethylsilanyloxymethyl)-5-methoxy-2,3-dihydro-1H- indolizin-6-yl]carbamic acid benzyl ester trifuoromethanesulfonic acid salt]. Several alternate methods to prepare olefin 13 are also discussed.
Antipicornaviral compounds and compositions, their pharmaceutical uses, and materials for their synthesis
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, (2008/06/13)
Compounds of the formula: where the formula variables are as defined herein, are disclosed that advantageously inhibit or block the biological activity of the picornaviral 3C protease. Also disclosed are compounds of the formula: where the formula variables are as defined herein that advantageously inhibit or block the biological activity of the picornaviral 3C protease. These compounds, as well as pharmaceutical compositions containing these compounds, are useful for treating patients or hosts infected with one or more picornaviruses, such as rhinovirus 3C proteases. Intermediates and synthetic methods for preparing such compounds are also described.
