Cyclic oligomers (macroaldonolactones) from a protected d-galactonic acid monomer |
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Authors: | C Lorena Romero Zaliz Oscar Varela |
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Institution: | aCIHIDECAR-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Pabellón II, Ciudad Universitaria, 1428-Buenos Aires, Argentina |
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Abstract: | Dicyclohexylcarbodiimide-promoted self-condensation of 2,3:4,5-di-O-isopropylidene-d-galactonic acid (3) led to the macrocyclic oligomeric cyclo(2,3:4,5-di-O-isopropylidene-(1→6)-d-galactonate)2] (4) and cyclo(2,3:4,5-di-O-isopropylidene-(1→6)-d-galactonate)3] (5), having, respectively, 14- and 21-membered rings. The macrocycles 4 and 5 were also synthesized by cyclization of the respective linear dimer 11 and trimer 14 ω-hydroxy acids precursors prepared by stepwise additions of 3. Compounds 4 and 5 are biomaterials that may be described as macrolactone-cyclodextrins. |
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Keywords: | Macrocycle Macrolactone Cyclodextrin Aldonic acid Biomaterial |
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