Highly efficient racemisation of a key intermediate of the antibiotic moxifloxacin |
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| Authors: | Marco Pallavicini Cristiano BolchiLaura Fumagalli Oreste PiccoloErmanno Valoti |
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| Institution: | a Dipartimento di Scienze Farmaceutiche ‘Pietro Pratesi’, Università degli Studi di Milano, via Mangiagalli 25, I-20133 Milano, Italy
b Studio di Consulenza Scientifica, via Bornò 5, I-23896 Sirtori (LC), Italy |
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| Abstract: | N-Chlorination by sodium dichloroisocyanurate and dehydrochlorination by TEA, followed by hydrogenation, allowed (1R,6S)-8-benzyl-7,9-dioxo-2,8-diazabicyclo4.3.0]nonane to be quantitatively racemised and the resulting trans-free cis racemate to be recycled into the resolution process to yield (1S,6R)-8-benzyl-7,9-dioxo-2,8-diazabicyclo4.3.0]nonane, a key intermediate of moxifloxacin. |
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