24 research outputs found

    A novel and short convergent approach for <i style="">N</i>-aryl-5-aminomethyl-2-oxazolidinone derivatives Linezolid and DUP-721

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    1236-1238A new convergent and short approach for oxazolidinone class of antibacterial agents, Linezolid and DUP-721, has been achieved by condensing 3-chloro-2-((phenoxycarbonyl)oxy) propyl azide with aryl amine followed by reductive acetylation. This one pot approach for N-aryl-5-azidomethyl- 2-oxazolidinone could provide access for rapid preparation of various oxazolidinone analogues

    A facile synthesis of 2-((5<i style="">R</i>)-2-oxo-5-oxazolidinyl)methyl)-1<i style="">H</i>-isoindole-1,3(2<i style="">H</i>)-dione

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    1264-1268Synthesis of enantiomerically pure 2-((5R)-2-oxo-5-oxazolidinyl) methyl)-1H-isoindole-1,3(2H)-dione, a key precursor in the preparation of oxazolidinone class of antibacterial agents starting from (S)-epichlorohydrin has been achieved

    Studies on synthesis and anti-bacterial activity of novel 4-substituted phenyl-2-oxo-1,3-oxazolidine-5-carboxylates<sup> †</sup>

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    957-963Regioselective opening of glycidic esters with sodium azide gives azido alcohols, which are converted to novel 4- substitutcd phenyl-2-oxo-1, 3-oxazolidine-5-carboxylates by various methods. These compounds are tested for in vitro antibacterial activity against Staphylococcus aureous, E. faecalis and E. faecium.</i

    Unusual migrations and cyclization in the preparation of β-azido alcohols from β-hydroxy esters<sup>†</sup>

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    2719-2723Migration of TBDMS and Boc groups from 2o alcohols to 1o alcohols during the reduction of β-hydroxy esters has been observed.Also, unusual cyclization has been noticed during tosylation of benzylic alcohol in tert-butyl ((2R)-2-hydroxy-2- phenyl ethyl)carbonate with SN2 in version

    Studies on stereoselective synthesis of ethyl <i>anti-</i>4-substituted<i> </i>phenyl-2-oxo-1,3-oxazolidine-5-carboxylates and their anti-bacterial activity

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    2683-2688ethyl anti-4-substituted phenyl-2-oxo-1,3-oxazolidine-5-carboxylates have been synthesized stereoselectively from N-Boc-β-amino alcohols by O-tosylation followed by SN2 cyclization. All the compounds prepared are tested for their in vitro anti-bacterial activity against S. aureus, E.faecalis and E.faecium.</i

    Synthesis of <i>syn</i>-<i>N</i>-aryl sulfonyl-4-substituted phenyl-2-oxo-1,3-oxazolidine-5-carboxylates and their conversion to <i>ant</i>-form using DBU

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    366-371Novel syn-N-arylsulfonyl-4-substituted phenyl-2-oxo-1,3-oxazolidine-5-carboxylates have been synthesized from the corresponding -azido alcohols and converted to their anti-form by epimerizing C-2 proton using DBU. Studies on the stabilization energies are done to evaluate conversion from syn-to anti-and not the vice-versa. All the compounds have been tested for their in vitro anti-bacterial activity against S. aureus, E. faecalis and E. faecium.</i
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