115969-49-8Relevant articles and documents
Studies of S -But-3-ynyl and gem -dimethyl S -But-3-ynyl thioglycoside donors in gold-catalyzed glycosylations
Adhikari, Surya,Li, Xiaohua,Zhu, Jianglong
, p. 336 - 359 (2013/10/08)
Gold-catalyzed glycosylation using S-but-3-ynyl and gem-dimethyl S-but-3-ynyl thioglycoside donors has been investigated for the synthesis of various types of complex oligosaccharides. It was found that 2,2-dimethyl S-but-3-ynyl thioglycoside donors are m
Synthesis and evaluation of new 6-deoxy-6-fluorinated glucosides as inhibitors of yeast &α-glucosidase
Halazy, Serge,Berges, Veronique,Ehrhard, Anne,Danzin, Charles
, p. 185 - 192 (2007/10/02)
A series of 6-deoxy-6-fluorinated glucosides have been synthesized and evaluated as inhibitors of yeast α-glucosidase.These compounds have 7- to 25-fold higher affinity than the corresponding 6-hydroxy derivatives.The most potent inhibitor in the series w
2-(Trimethylsilyl)ethyl Glycosides. Synthesis, Anomeric Deblocking, and Transformation into 1,2-Trans 1-O-Acyl Sugars
Jansson, Karl,Ahlfors, Stefan,Frejd, Torbjoern,Kihlberg, Jan,Magnusson, Goeran,et al.
, p. 5629 - 5647 (2007/10/02)
Twenty-seven mono --> tetrasaccharidic 2-(trimethylsilyl)ethyl (TMSET) glycosides were synthesized by the Koenigs-Knorr-type method in combination with a wide range of standard reagents for glycoside synthesis and protecting-group chemistry.Variously protected TMSET glycosides were treated with BF3*Et2O (0.7-0.8 equiv) and different carboxylic anhydrides (1.1-15 equiv) in toluene at 22-55 deg C, which gave in one step the corresponding protected 1-O-acyl sugars.In the majority of cases, the yields of purified compounds exceeded 90percent and the anomeric configuration of the starting TMSET glyoside was conserved to a large extent (>95percent) in most of the 1-O-acylated products.Unprotected and acetyl-, benzoyl-, benzyl-, dimethyl-tert-butylsilyl-, and phthaloyl-protected mono-->tetrasaccharidic TMSET glycosides were anomerically deblocked by using trifluoroacetic acid in dichloromethane at 0-22 deg C for 10-30 min.The hemiacetal products were isolated in 88-96percent yield; all reagents and byproducts were volatile and easily removed.