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1-Thioglycopyranosyl Esters of N-Acylamino Acids
Authors:Burdica Ljevakovi?  Jaroslav Horvat  Branimir Klai?  Srdanka Tomi?
Institution:Department of Organic Chemistry and Biochemistry “Ruder, Bo?kovi?” Institute , 41000, Zagreb, Yugoslavia
Abstract:Abstract

Fully protected 1-thioglycopyranosyl esters of N-acylamino acids (5, 6, and 7) were prepared by condensation of methyl 2, 3, 4-tri-O-acetyl-1-thio-β-d–glucopyranuronate (1), 2, 3, 4-tri-O-acetyl-1-thio-l–arabinopyranose (2), and 2, 3, 4-tri-O-acetyl-1-thio-D-arabinopyranose (3) with pentachlorophenyl esters of N-acylamino acids in the presence of imidazole. The 13C NMR chemical shifts of the starting 1-thio sugars and the 1-thiol ester products are reported.
Keywords:
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