4-Acetoxy-2,2-dimethylbutanoate: a useful carbohydrate protecting group for the selective formation of β-(1→3)-d-glucans

Hai Yu; David L Williams; Harry E Ensley

doi:10.1016/j.tetlet.2005.03.099

4-Acetoxy-2,2-dimethylbutanoate: a useful carbohydrate protecting group for the selective formation of β-(1→3)-d-glucans

Tetrahedron Lett. 2005 May;46(19):3417-3421. doi: 10.1016/j.tetlet.2005.03.099.

Authors

Hai Yu¹, David L Williams², Harry E Ensley¹

Affiliations

¹ Department of Chemistry, Tulane University, New Orleans, LA 70118, USA.
² Department of Surgery, East Tennessee State University, Johnson City, TN 37614, USA.

Abstract

The use of 4-acetoxy-2,2-dimethylbutanoyl protecting group for the C2-hydroxyl allows the selective formation of β-glycosides without producing α-glycosides. This very bulky protecting group can be removed under mild conditions.

Keywords: Carbohydrate protecting groups; β-Glucan; β-Glycoside formation.

Grants and funding

R01 GM053522/GM/NIGMS NIH HHS/United States