Preparation of 6-azafulleroid-6-deoxy-2,3-di-O-myristoylcellulose.

Carbohydr Res

Division of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan.

Published: November 2011

6-Azafulleroid-6-deoxy-2,3-di-O-myristoylcellulose (3) was synthesized from 6-azido-6-deoxycellulose (1) by two reaction steps. The myristoylation of compound 1 with myristoyl chloride/pyridine proceeded smoothly to give 6-azido-6-deoxy-2,3-di-O-myristoylcellulose (2) in 97.0% yield. The reaction of compound 2 with fullerene (C(60)) was carried out by microwave heating to afford compound 3 in high yield. It was found from FT-IR, (13)C NMR, UV-vis, differential pulse voltammetry (DPV), SEC analyses that compound 3 was the expected C(60)-containing polymer. Consequently, maximum degree of substitution of C(60) (DS(C60)) of compound 3 was 0.33.

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http://dx.doi.org/10.1016/j.carres.2011.08.013DOI Listing

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