A New 6H-Pyran-3-one Scaffold Derived from a C-Glycoside (SUPPORTING INFORMATION)

Natalia   de la   Figuera; Sandra      Fiol; Joan   C.   Fernandez; Pilar      Forns; Dolors      Fernandez-Forner; Fernando      Albericio

doi:10.2174/157017808784872098

Abstract

A new monosaccharide-based scaffold has been designed and synthesized. The scaffold can be used to build compound libraries for HTS against carbohydrate-processing enzymes and related therapeutic targets. Undesired pyrane ring-opening of the 2,3-unsaturated intermediate during reduction with LiALH4 is described.

Keywords: C-glycoside, scaffold, pyrane ring-opening, allylic oxidation of C-glycosides

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Letters in Organic Chemistry

Title: A New 6H-Pyran-3-one Scaffold Derived from a C-Glycoside (SUPPORTING INFORMATION)

Volume: 5 Issue: 5

Author(s): Natalia de la Figuera, Sandra Fiol, Joan C. Fernandez, Pilar Forns, Dolors Fernandez-Forner and Fernando Albericio

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Keywords: C-glycoside, scaffold, pyrane ring-opening, allylic oxidation of C-glycosides

Abstract: A new monosaccharide-based scaffold has been designed and synthesized. The scaffold can be used to build compound libraries for HTS against carbohydrate-processing enzymes and related therapeutic targets. Undesired pyrane ring-opening of the 2,3-unsaturated intermediate during reduction with LiALH4 is described.

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Figuera de la Natalia, Fiol Sandra, Fernandez C. Joan, Forns Pilar, Fernandez-Forner Dolors and Albericio Fernando, A New 6H-Pyran-3-one Scaffold Derived from a C-Glycoside (SUPPORTING INFORMATION), Letters in Organic Chemistry 2008; 5 (5) . https://dx.doi.org/10.2174/157017808784872098