Synthesis of N-sugar-substituted phthalimides and their derivatives from sugar azides and phthalic anhydride

Su-Na Zhang; Zhong-Jun Li; Meng-Shen Cai

doi:10.1016/j.carres.2004.03.032

Synthesis of N-sugar-substituted phthalimides and their derivatives from sugar azides and phthalic anhydride

Carbohydr Res. 2004 Jun 1;339(8):1419-20. doi: 10.1016/j.carres.2004.03.032.

Authors

Su-Na Zhang¹, Zhong-Jun Li, Meng-Shen Cai

Affiliation

¹ Department of Chemical Biology, School of Pharmaceutical Sciences, National Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100083, China.

PMID: 15178382
DOI: 10.1016/j.carres.2004.03.032

Abstract

N-Sugar-substituted phthalimides and tetrachlorophthalimide derivatives can be prepared in good yields under essentially neutral conditions. Mixing a sugar azide, NaI, Me3SiCl, phthalic or substituted phthalic anhydride and tetrabutylammonium iodide as catalyst in acetonitrile at rt or 60 degrees C, afforded 12 imides in 83-95% yields.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Azides / chemistry*
Carbohydrates / chemistry*
Molecular Structure
Phthalic Anhydrides / chemistry*
Phthalimides / chemical synthesis*
Phthalimides / chemistry

Substances

Azides
Carbohydrates
Phthalic Anhydrides
Phthalimides