Total synthesis and antifungal activity of (2S, 3R)-2-aminododecan-3-ol

…, RBN Prasad, M Poornima, CG Kumar

Index: Vijai Kumar Reddy; Prabhavathi Devi; Prasad; Poornima; Ganesh Kumar Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 14 p. 4678 - 4680

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Citation Number: 8

Abstract

We report the total synthesis of (2S, 3R)-2-aminododecan-3-ol has been achieved starting from commercially available 10-undecenoic acid. The key steps involved are Sharpless asymmetric epoxidation, Miyashita's boron-directed C-2 regioselective azidolysis, generated the asymmetric centers and in situ detosylation and reduction of azido tosylate. The antifungal activity of the synthesized (2S, 3R)-2-aminododecan-3-ol was evaluated on ...