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Synlett 2010(4): 667-674  
DOI: 10.1055/s-0029-1219376
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Fluorous Mixture Synthesis of Four Stereoisomers of the C21-C40 Fragment of Tetrafibricin

Kai Zhang, Venugopal Gudipati, Dennis P. Curran*
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA
Fax: +1(412)6249861; e-Mail: curran@pitt.edu;
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Publication History

Received 14 January 2010
Publication Date:
08 February 2010 (online)

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Fluorous Mixture Synthesis of Four Stereoisomers of the C21-C40 Fragment of TetrafibricinSynlett 2010; 2010(14): 2206-2206
DOI: 10.1055/s-0030-1258054

Abstract

Four stereoisomers of the C21-C40 fragment are synthesized in a single exercise with the aid of fluorous tagging to encode configurations at C37 and C33. After demixing and detagging, the isomers were found to have substantially identical ¹H NMR spectra. However, there were some small but reliable differences in their ¹³C NMR spectra.

Key words

tetrafibricin - fibrinogen - fluorous mixture synthesis - quasiisomers - Kocienski-Julia reaction

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