An expedient one-step synthesis of polysubstituted guanidinoglucosides using HgO-4A molecular sieves as catalyst.
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.
Liu
Yong-Hua
YH
College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, PR China.
Cao
Ling-Hua
LH
D002384:Catalysis; D018360:Crystallography, X-Ray; D005960:Glucosides / Q000138:chemical synthesis* / Q000737:chemistry; D019791:Guanidine / Q000737:chemistry*; D017669:Mercury Compounds / Q000737:chemistry*; D015394:Molecular Structure
D005960:Glucosides; D017669:Mercury Compounds; D019791:Guanidine