20771-12-4Relevant articles and documents
Selective Acetylation of the Primary Hydroxyl Group in Methyl D-Hexopyranosides with a Mixture of Acetic Anhydride and Acetic Acid
Tsvetkov,Yashunsky,Nifantiev
, p. 99 - 102 (2021/04/05)
Abstract—: 6-O-Acetylated derivatives of D-hexopyranosides are valuable intermediates in synthetic carbohydrate chemistry. We have developed a new simple procedure for selective acetylation of the primary hydroxyl group in methyl D-hexopyranosides consisting in treatment with a mixture of acetic anhydride and acetic acid at 50°C. As a result, corresponding 6-acetates were formed in 40–50% yield.
A basic germanodecatungstate with a - 7 charge: Efficient chemoselective acylation of primary alcohols
Sugahara, Kosei,Satake, Naoto,Kamata, Keigo,Nakajima, Takahito,Mizuno, Noritaka
supporting information, p. 13248 - 13252 (2015/01/09)
The synthesis of highly negatively charged polyoxometalates with electrically and structurally controlled uniform basic sites can lead to the unique base catalysis. In this work, a γ-Keggin germanodecatungstate, [γ-HGeW10O36]7- (A), having a -7 charge was, for the first time, successfully synthesized by the reaction of [γ-H2GeW10O36]6- with one equivalent of [(n-C4H9)4N]OH under non-aqueous conditions. The activities of germanodecatungstates for base-catalyzed reactions dramatically increased with increase in the number negative charges from -6 to -7. In the presence of A, various combinations of acylating agents and primary alcohols including those with acid-sensitive functional groups chemoselectively gave the desired acylated products in high yields even under the stoichiometric conditions.
Carbohydrate esterases of family 2 are 6-O-deacetylases
Topakas, Evangelos,Kyriakopoulos, Sarantos,Biely, Peter,Hirsch, Jan,Vafiadi, Christina,Christakopoulos, Paul
experimental part, p. 543 - 548 (2011/01/03)
Three acetyl esterases (AcEs) from the saprophytic bacteria Cellvibrio japonicus and Clostridium thermocellum, members of the carbohydrate esterase (CE) family 2, were tested for their activity against a series of model substrates including partially acet