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Synthesis and antibacterial activity studies of novel 2-substituted-1,3,2-oxazaphosphole-2-oxide derivatives of (S)-(+)-prolinol

Author(s): B. Satheesh Krishna | Janardhan Rao | K. Reddi Mohan Naidu | V. Koteswara | C. Naga Raju

Journal: Organic Communications
ISSN 1307-6175

Volume: 3;
Issue: 4;
Start page: 98;
Date: 2010;
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Keywords: L–Prolinol | phosphorus oxychloride | 1 | 3 | 2-oxazaposphole-2-oxides | antibacterial activity.

The novel 2-substituted-1,3,2-oxazaphosphole-2-oxides of (S)-(+)-prolinol were synthesized by the cyclization of (S)-(+)-prolinol (3) with phosphorusoxychloride (4) followed by the treatment with various phenolic compounds, aminoacid esters and amine (6a-l) to obtain the title compounds (7a-l). Their structures are characterized by spectral, elemental analyses and evaluated their in vitro antibacterial activity against two gram positive and two gram negative bacteria. Three compounds exhibited very significant anti bacterial activity when compared with that of Ciprofloxacin.
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