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...
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| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Wiley
2011-01-01
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| Series: | E-Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2011/893270 |
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| author | T. Rajesh P. Suryanarayana Reddy M. Manidhar M. Vijaya Lakshmi G. Madhusudhan |
| author_facet | T. Rajesh P. Suryanarayana Reddy M. Manidhar M. Vijaya Lakshmi G. Madhusudhan |
| author_sort | T. Rajesh |
| collection | DOAJ |
| description | 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. |
| format | Article |
| id | doaj-art-595c2ade9ed84d05b29b1d6c9acb8a92 |
| institution | Kabale University |
| issn | 0973-4945 2090-9810 |
| language | English |
| publishDate | 2011-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | E-Journal of Chemistry |
| spelling | doaj-art-595c2ade9ed84d05b29b1d6c9acb8a922025-02-03T01:07:33ZengWileyE-Journal of Chemistry0973-49452090-98102011-01-01831417142310.1155/2011/893270Design 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 AgentsT. Rajesh0P. Suryanarayana Reddy1M. Manidhar2M. Vijaya Lakshmi3G. Madhusudhan4Department of Research and Development, Inogent Laboratories Private Limited (A GVK BIO Company), 28A, IDA, Nacharam, Hyderabad-500 076, IndiaDepartment of Research and Development, Inogent Laboratories Private Limited (A GVK BIO Company), 28A, IDA, Nacharam, Hyderabad-500 076, IndiaDepartment of Research and Development, Inogent Laboratories Private Limited (A GVK BIO Company), 28A, IDA, Nacharam, Hyderabad-500 076, IndiaDepartment of Aanlytical Research and Development, Inogent Laboratories Private Limited, 28A, IDA, Nacharam, Hyderabad-500 076, IndiaDepartment of Research and Development, Inogent Laboratories Private Limited (A GVK BIO Company), 28A, IDA, Nacharam, Hyderabad-500 076, IndiaA 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.http://dx.doi.org/10.1155/2011/893270 |
| spellingShingle | T. Rajesh P. Suryanarayana Reddy M. Manidhar M. Vijaya Lakshmi G. Madhusudhan 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 E-Journal of Chemistry |
| title | 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 |
| title_full | 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 |
| title_fullStr | 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 |
| title_full_unstemmed | 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 |
| title_short | 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 |
| title_sort | 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 |
| url | http://dx.doi.org/10.1155/2011/893270 |
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