arabinofuranose and phthalic-anhydride

An efficient direct phthalic anhydride-mediated one-pot glycosylation method employing anomeric hydroxy arabinofuranose as glycosyl donor and triflic anhydride as activating agent has been developed. This method afforded the desired di- and oligoarabinofuranosides in good yields even in gram scale glycosylation when t-butylphthalic anhydride was used. Moreover, our new method can be further extended to the syntheses of repeating oligoarabinofuranoside and tetradecasaccharide arabinan motif found in mycobacterial cell wall.

Topics: Arabinose; Carbohydrate Conformation; Carbohydrate Sequence; Carbon-13 Magnetic Resonance Spectroscopy; Cell Wall; Glycosylation; Mycobacterium; Phthalic Anhydrides; Polysaccharides; Proton Magnetic Resonance Spectroscopy; Stereoisomerism