Design and Enantiopure Synthesis of(R)-2-((2-Oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione: A Key Precursor to Build 2-Oxazolidinone Class of Antibacterial Agents
A new synthetic method for the preparation of high enantiopure (R)-2-((2-oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione has been developed. The enantiopurity of the obtained (R)-2-((2-oxooxazolidin-5-yl)methyl) isoindoline-1,3-dione is established using chiral high performance liquid chromatogr...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Hindawi Limited
2011-01-01
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| Series: | E-Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2011/893270 |
| Summary: | A new synthetic method for the preparation of high enantiopure (R)-2-((2-oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione has been developed. The enantiopurity of the obtained (R)-2-((2-oxooxazolidin-5-yl)methyl) isoindoline-1,3-dione is established using chiral high performance liquid chromatography (HPLC) i.e. enantiomeric excess (ee) as 100%. One among the two proposed approaches, is succeeded in preparing enantiopure targeted chiral building block using (R)-2-(chloromethyl)oxirane ((R)-epichlorohydrin) as precursor. This heterocyclic 2-oxazolidinone moiety could be useful to prepare a series of antibacterial agents containing 2-oxazolidinone. |
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| ISSN: | 0973-4945 2090-9810 |