29980-16-3Relevant articles and documents
Selective lipase-catalysed 6-O-acylation of alkyl α-D-glucopyranosides using functionalized ethyl esters
Goede, A. T. J. W. de,Benckhuijsen, W.,Rantwijk, F. van,Maat, L.,Bekkum, H. van
, p. 567 - 572 (1993)
Alkyl α-D-glucopyranosides were selectively converted into their 6-O-acyl esters by lipase-catalysed transesterification with ethyl acrylate or ethyl 4-chlorobutanoate.Comparison of six lipase preparations showed large differences in activity and selectivity.The addition of zeolite CaA for selective adsorption of ethanol and water, exerted profound effects on conversion and regioselectivity of the transesterification.A quantitative conversion with high selectivity was achieved using lipases from C. antarctica in the presence of zeolite CaA.
Catalytic glycosylation of glucose with alkyl alcohols over sulfonated mesoporous carbons
Ramdani, Wahiba Ghezali,Karam, Ayman,De Oliveira Vigier, Karine,Rio, Sébastien,Ponchel, Anne,Jér?me, Fran?ois
, p. 125 - 129 (2019/03/06)
Herein we investigated the catalytic performances of sulfonated mesoporous carbons in the glycosylation of carbohydrates with alkyl alcohols. Catalytic performances were compared to common solid acid catalysts previously reported for this reaction. Under optimized conditions, the targeted alkyl glycosides were obtained in 85% yield, together with a turn over frequency and a space time yield higher than those of the best heterogeneous catalysts reported so far in such reaction. Furthermore, the presence of mesoporous channels significantly lowered the deactivation rate of the catalyst in comparison to a non-porous sulfonated carbon.
Novel mixed-heteroatom macrocycles via templating: A new protocol
Sabah, Karem J.,Hashim, Rauzah
, p. 1534 - 1537 (2013/03/14)
A series of novel thiadiaza and triaza crown ether attached galactose- and glucose-based glycolipids is synthesized, applying a new strategy. The key step is the formation of α-chloroacetamido precursors (14 and 21) from selectively protected bis(cyanomethyl)-glycolipids (13 and 19) in two steps. The cyclization reaction furnishes good yields in relatively short times in aqueous ethanol or acetonitrile. To generalize this method, macrocycles 3 and 25 are reported as well. Attempts to use the traditional synthetic approaches for cyclization failed to provide reasonable yields.