TY - JOUR
T1 - The synthesis of sutezolid and eperezolid using proline catalyzed α-aminoxylation of an aldehyde
AU - Chaudhari, Pankaj R.
AU - Bhise, Nandu B.
AU - Singh, Girij P.
AU - Bhat, Varadaraj
AU - Shenoy, Gautham G.
N1 - Funding Information:
We acknowledge Dr. Rajeev Chikate, Dr. Sachin Sasane, and for their valuable suggestion and support. We are grateful to the analytical support team for the sample analysis. The authors are thankful to M/S Lupin Limited and Manipal University for the Ascent research program and PhD registration.
Publisher Copyright:
© 2022, Indian Academy of Sciences.
PY - 2022/6
Y1 - 2022/6
N2 - The given article describes the synthesis of 2-Oxazolidinone ring via proline catalyzed stereoselective α-aminoxylation of aldehyde. 2-Oxazolidinone ring is a common core structure during the synthesis of oxazolidinones class molecules. Using this simple, facile and efficient methodology, Linezolid and sutezolid were prepared using asymmetric catalysis. Graphical abstract: Selective α-aminoxylation was achieved on corresponding aldehyde with great enantiomeric excess to get intermediate (5) using catalytic amount of low cost proline. The oxazolidinone ring was then constructed on common intermediate (5) which was then further converted to Oxazolidinone class compounds like Sutezolid and Eperezolid.[Figure not available: see fulltext.].
AB - The given article describes the synthesis of 2-Oxazolidinone ring via proline catalyzed stereoselective α-aminoxylation of aldehyde. 2-Oxazolidinone ring is a common core structure during the synthesis of oxazolidinones class molecules. Using this simple, facile and efficient methodology, Linezolid and sutezolid were prepared using asymmetric catalysis. Graphical abstract: Selective α-aminoxylation was achieved on corresponding aldehyde with great enantiomeric excess to get intermediate (5) using catalytic amount of low cost proline. The oxazolidinone ring was then constructed on common intermediate (5) which was then further converted to Oxazolidinone class compounds like Sutezolid and Eperezolid.[Figure not available: see fulltext.].
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U2 - 10.1007/s12039-022-02052-2
DO - 10.1007/s12039-022-02052-2
M3 - Article
AN - SCOPUS:85128493166
SN - 0974-3626
VL - 134
JO - Journal of Chemical Sciences
JF - Journal of Chemical Sciences
IS - 2
M1 - 56
ER -