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

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

email and * email
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)
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.
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
PDF Full-text Download PDF Full-Text [138 KB, uploaded 18 June 2014 19:36 CEST]

Export to BibTeX |
EndNote


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.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert