Cyclic oligomers (macroaldonolactones) from a protected d-galactonic acid monomer

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...

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Autores principales: Lorena Romero Zaliz, C., Varela, O.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00404039_v50_n40_p5677_LorenaRomeroZaliz
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Sumario: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. © 2009 Elsevier Ltd. All rights reserved.