6743-64-2Relevant articles and documents
Organocatalyzed direct glycosylation of unprotected and unactivated carbohydrates
Schmalisch, Sebastian,Mahrwald, Rainer
supporting information, p. 5854 - 5857 (2013/12/04)
Organocatalyzed direct glycosylation of unprotected and unactivated carbohydrates is reported. This process is catalyzed by triphenylphosphine and tetrabromomethane at room temperature under neutral conditions. With this operationally simple protocol thermodynamically favored, glycosides were obtained in a very straightforward reaction.
Enzymatic Synthesis of Alkyl β-Xylosides from Xylobiose by Application of the Transxylosyl Reaction of Aspergillus niger β-Xylosidase
Shinoyama, Hirofumi,Kamiyama, Yoshi,Yasui, Tsuneo
, p. 2197 - 2202 (2007/10/02)
The enzymatic synthesis of alkyl β-xylosides from xylobiose and alcohols through the transxylosyl reaction of Aspergillus niger IFO 6662 enzyme was studied.Various alkyl β-xylosides were effectively synthesized from xylobiose and water miscible alcohols such as methanol, ethanol, 1-propanol and 2-propanol.The molar ratios of the products, respective β-xylosides and xylose, were approximately 1:1, indicating a theoretical yield for the transfer reaction.Various water insoluble alcohols, such as 1-butanol, 1-pentanol, 1-hexanol, benzyl alcohol and 2-butanol, were also acted as effective acceptors for the transxylosyl reaction, where a great part of the synthesized β-xylosides was found in the insoluble alcohol layer, only xylose and a trace of xylobiose being found in the water layer.Therefore, the synthesized β-xylosides, such as 1-hexyl β-xyloside, could be readily separated from the reaction mixture and crystallized after evaporation of the insoluble alcohol.