An expedient one-step synthesis of polysubstituted guanidinoglucosides using HgO-4A molecular sieves as catalyst |
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Authors: | Liu Yong-Hua Cao Ling-Hua |
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Institution: | College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, PR China. |
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Abstract: | A novel one-step method of preparing polysubstituted guanidinoglucosides using peracetylated methyl 6-deoxy-6-thioureidoglucosides as starting materials and employing HgO in combination with molecular sieves as an efficient catalyst is reported. The structures of three methyl 2,3,4-tri-O-acetyl-6-N(2)-(benzothiazol-2-yl)-N(3)-(oxydi-1,2-ethandiyl)]guanidino-6-deoxy-alpha-d-glucopyranosides were unambiguously confirmed by X-ray crystallography. The methodology affords new compounds in good yields and also provides a promising route for the synthesis of carbamate-protected guanidines. |
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Keywords: | Sugar– thiourea Guanidinoglucoside 2-Aminobenzothiazole HgO 4  Å MS |
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