A short practical synthesis of 2′-deoxymugineic acid |
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Authors: | Satendra Singh George Crossley Saswati Ghosal Yann Lefievre Michael W Pennington |
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Institution: | BACHEM Bioscience, Inc., 3700 Horizon Drive, King of Prussia, PA 19406, USA |
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Abstract: | A short and practical synthesis of 2′-deoxymugineic acid (DMA) has been developed via reductive alkylation with the aldehyde intermediates. No protection of azetidine-2-carboxylic acid was required and the presence of free carboxylic acid function facilitated purification by simple acid and base extractions. Furthermore, the intermediates were conveniently purified by HPLC due to the presence of chromophoric benzyl ester protecting group(s). Hydrogenolysis of the benzyl protecting groups in the final step furnished DMA in overall good yield. |
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Keywords: | DMA 2&prime -Deoxymugineic acid Reductive alkylation Reduced peptide bond |
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