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.
Regioselective acetylation of carbohydrates and diols catalyzed by tetramethyl-ammonium hydroxide in water
Lu, Yuchao,Wei, Peng,Pei, Yuxin,Xu, Hengfu,Xin, Xiaoting,Pei, Zhichao
, p. 4510 - 4514 (2014/12/10)
A novel method for an efficient regioselective acetylation of carbohydrates and diols in aqueous solution is described. Treatment of substrates with 1-acetylimidazole, and tetramethyl-ammonium hydroxide (TMAH) in water under mild conditions gave highly regioselective acetylation for primary hydroxyl groups. This discovery provides an eco-friendly way for selective acetylation of non-protected glycosides and diols in water, avoiding the use of toxic organic solvents and the necessity of pre-protection of secondary hydroxyl groups. This journal is
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