Synthesis of one diastereomeric couple of the mucolytic drug domiodol [(4S, 2R,S)-2-iodomethyl-4-hydroxymethyl-1,3-dioxolane] from D-mannitol as chiral starting material |
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Authors: | Patrizia Ferraboschi Paride Grisenti Enzo Santaniello |
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Abstract: | The acid-catalyzed reaction of D-mannitol 4 with bromoacetaldehyde diethyl acetal followed by periodate cleavage of the corresponding diacetal 5 afforded (4S, 2R, S)-2-bromomethyl-4-hydroxymethyl-1,3-dioxolane 3c in good yields, from which the title compound 1 is obtained by displacement of the bromine with lithium iodide. © 1995 Wiley-Liss, Inc. |
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Keywords: | domiodol mucolytic chiral synthesis D-mannitol lithium iodide |
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