A convenient and environmentally friendly reactor for the synthesis of glycosyl bromides via ultrasound irradiation was designed. Peracetylated glycosyl bromides were synthesized from free saccharides by means of a on...A convenient and environmentally friendly reactor for the synthesis of glycosyl bromides via ultrasound irradiation was designed. Peracetylated glycosyl bromides were synthesized from free saccharides by means of a one-pot method. Benzoylated and 6-subsituted glycosyl bromides were prepared from protected saccharides. The glycosyl bromides were obtained in isolated yields of 83% to 96%.展开更多
The practical synthesis of pseudonucleosides incorporating thiourea derivative by coupling of monosaccharides （D-glucose and D-galactose） per-O-acetylated glycosyl isothiocyanates and different heterocyclic hydrazid...The practical synthesis of pseudonucleosides incorporating thiourea derivative by coupling of monosaccharides （D-glucose and D-galactose） per-O-acetylated glycosyl isothiocyanates and different heterocyclic hydrazide derivatives is reported. The method involves the preparation ofper-O-acetylated glycosyl isothiocyanates from per-O-acetylated sugars （two-step synthesis）, which couple with heterocyclic hydrazides from amines to give thiourea-linked pseudonucleosides. All newly synthesized pseudo-nucleosides were assayed against human lung cancer-cell lines （PG） and human liver cancer-cell lines （BEL-7402） in vitro. The 6,6-dimethyl-benzothiophen-3-carbo-hydrazide-4-one pseudonucleosides showed moderate inhibition against these two cancer-cell lines with ECs0 from 22.8 to 76.4 mM and from 54.9 to 82.4 mM, respectively. And the other compounds did not demonstrate any significant cytotoxicity even at concentrations up to 200 mM.展开更多
A convenient and alternative procedure for the synthesis of sugar orthoesters from glycosyl bromides with an- hydrous sodium acetate as base under ultrasound irradiation is described. Various sugar and sugar-sugar ort...A convenient and alternative procedure for the synthesis of sugar orthoesters from glycosyl bromides with an- hydrous sodium acetate as base under ultrasound irradiation is described. Various sugar and sugar-sugar orthoesters were prepared in 70%-91% isolated yields.展开更多
A convenient and environmentally benign procedure for the synthesis of glycals from glycosyl bromides with very low zinc dust loading （1.5 equiv.） is described. The process is activated by β-cyclodextrin and ultras...A convenient and environmentally benign procedure for the synthesis of glycals from glycosyl bromides with very low zinc dust loading （1.5 equiv.） is described. The process is activated by β-cyclodextrin and ultrasound. Based on 19 samples, this method has been demonstrated to be highly effective for a broad range of glycosyl bromides, including acidor base-sensitive and disaccharide glycosyl bromides. A yield of 85%--96% of glycals was obtained.展开更多
文摘A convenient and environmentally friendly reactor for the synthesis of glycosyl bromides via ultrasound irradiation was designed. Peracetylated glycosyl bromides were synthesized from free saccharides by means of a one-pot method. Benzoylated and 6-subsituted glycosyl bromides were prepared from protected saccharides. The glycosyl bromides were obtained in isolated yields of 83% to 96%.
文摘The practical synthesis of pseudonucleosides incorporating thiourea derivative by coupling of monosaccharides （D-glucose and D-galactose） per-O-acetylated glycosyl isothiocyanates and different heterocyclic hydrazide derivatives is reported. The method involves the preparation ofper-O-acetylated glycosyl isothiocyanates from per-O-acetylated sugars （two-step synthesis）, which couple with heterocyclic hydrazides from amines to give thiourea-linked pseudonucleosides. All newly synthesized pseudo-nucleosides were assayed against human lung cancer-cell lines （PG） and human liver cancer-cell lines （BEL-7402） in vitro. The 6,6-dimethyl-benzothiophen-3-carbo-hydrazide-4-one pseudonucleosides showed moderate inhibition against these two cancer-cell lines with ECs0 from 22.8 to 76.4 mM and from 54.9 to 82.4 mM, respectively. And the other compounds did not demonstrate any significant cytotoxicity even at concentrations up to 200 mM.
文摘A convenient and alternative procedure for the synthesis of sugar orthoesters from glycosyl bromides with an- hydrous sodium acetate as base under ultrasound irradiation is described. Various sugar and sugar-sugar orthoesters were prepared in 70%-91% isolated yields.
文摘A convenient and environmentally benign procedure for the synthesis of glycals from glycosyl bromides with very low zinc dust loading （1.5 equiv.） is described. The process is activated by β-cyclodextrin and ultrasound. Based on 19 samples, this method has been demonstrated to be highly effective for a broad range of glycosyl bromides, including acidor base-sensitive and disaccharide glycosyl bromides. A yield of 85%--96% of glycals was obtained.
