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Molecules 2011, 16(2), 1011-1020; doi:10.3390/molecules16021011
Article

Convenient Synthesis of 3,4-Dichloro-5-hydroxy-2(5H)-Furanone Glycoconjugates

 and *
Received: 14 December 2010; in revised form: 8 January 2011 / Accepted: 21 January 2011 / Published: 25 January 2011
(This article belongs to the Special Issue Glycosides)
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Abstract: 3,4-Dichloro-5-hydroxy-2(5H)-furanone treated with methyl chloroformate in the presence of diisopropylethylamine (Hünig’s base) gave the corresponding carbonate. The labile methoxycarbonyloxy group smoothly undergoes substitution by amino alcohols. The obtained 5-(w-hydroxyalkylamino) mucochloric acid derivatives reacted with peracetylated glucals using triphenylphosphine hydrobromide as a catalyst to give the title muchloric acid glycoconjugates.
Keywords: 3,4-dichloromucochloric acid; amino alcohol; glucals; addition; glycoconjugate 3,4-dichloromucochloric acid; amino alcohol; glucals; addition; glycoconjugate
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Gondela, E.; Walczak, K.Z. Convenient Synthesis of 3,4-Dichloro-5-hydroxy-2(5H)-Furanone Glycoconjugates. Molecules 2011, 16, 1011-1020.

AMA Style

Gondela E, Walczak KZ. Convenient Synthesis of 3,4-Dichloro-5-hydroxy-2(5H)-Furanone Glycoconjugates. Molecules. 2011; 16(2):1011-1020.

Chicago/Turabian Style

Gondela, Edyta; Walczak, Krzysztof Z. 2011. "Convenient Synthesis of 3,4-Dichloro-5-hydroxy-2(5H)-Furanone Glycoconjugates." Molecules 16, no. 2: 1011-1020.


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