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. (C) 1995 Wiley-Liss, Inc.
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 / P. Ferraboschi, P. Grisenti, E. Santaniello. - In: CHIRALITY. - ISSN 0899-0042. - 7:8(1995), pp. 623-625.
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
P. FerraboschiPrimo
;E. SantanielloUltimo
1995
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. (C) 1995 Wiley-Liss, Inc.
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