58720-13-1Relevant academic research and scientific papers
Synthesis of C7-C16-Alkyl maltosides in the presence of tin(IV) chloride as a lewis acid catalyst
Markovic, Zoran,Predojevic, Jasmina,Manojlovic, Nedeljko T.
experimental part, p. 83 - 90 (2012/05/20)
The synthesis of C7- to C16-alkyl maltosides in the presence of tin(IV) chloride as Lewis acid catalyst was performed. The characterization of the products and theoretical investigation of the crucial step in the synthesis were carried out. The preparation of the β-maltosides required reaction time of 1 h, and that of the α-maltosides was 72 h. The side products were the α-D-maltosidechloride and 2-hydroxy-β-maltoside, respectively. The PM3 calculation confirmed the formation of the kinetically controlled β-product.
Efficient synthesis of ω-mercaptoalkyl 1,2-trans-glycosides from sugar peracetates
Murakami, Teiichi,Hirono, Reiko,Sato, Yukari,Furusawa, Kiyotaka
, p. 1009 - 1020 (2008/02/04)
Lewis acid-promoted reactions of peracetylated sugars (glucose, galactose, maltose, lactose) with ω-bromo-1-alkanols (C8, C12) were investigated. ZnCl2 was found to promote the 1,2-trans-glycosylation of the alcohols in toluene at about 60 °C in a stereocontrolled manner with better yields than commonly employed promoters such as SnCl4. The ω-bromoalkyl acetylated glycosides were readily converted to ω-mercaptoalkyl glycosides, which are useful for the preparation of glycoclusters.
