Abstract
A bicyclic spiro analogue of D-proline was synthesized from perbenzylated methyl D-fructoside. The synthetic steps required first a three carbon chain elongation at the anomeric position by C-glycosylation, secondly the introduction of the amino function at C-1, and finally the cyclization to the pyrrolidine ring and introduction of the carboxylic group.
Keywords: d-proline, fructose, amino acid analogue, c-glycosides
Letters in Drug Design & Discovery
Title: Synthesis of a Spiro D-Proline Analogue Bearing D-Fructose
Volume: 2 Issue: 4
Author(s): Laura Cipolla, Cristina Redaelli and Francesco Nicotra
Affiliation:
Keywords: d-proline, fructose, amino acid analogue, c-glycosides
Abstract: A bicyclic spiro analogue of D-proline was synthesized from perbenzylated methyl D-fructoside. The synthetic steps required first a three carbon chain elongation at the anomeric position by C-glycosylation, secondly the introduction of the amino function at C-1, and finally the cyclization to the pyrrolidine ring and introduction of the carboxylic group.
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Cite this article as:
Cipolla Laura, Redaelli Cristina and Nicotra Francesco, Synthesis of a Spiro D-Proline Analogue Bearing D-Fructose, Letters in Drug Design & Discovery 2005; 2 (4) . https://dx.doi.org/10.2174/1570180054038369
DOI https://dx.doi.org/10.2174/1570180054038369 |
Print ISSN 1570-1808 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-628X |
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