76951-64-9Relevant academic research and scientific papers
SYNTHESIS OF 1,2-trans-DISACCHARIDES via SUGAR THIO-ORTHOESTERS
Backinowsky, Leon V.,Tsvetkov, Yury E.,Balan, Nikolay F.,Byramova, Narguiz E.,Kochetkov, Nikolay K.
, p. 209 - 222 (2007/10/02)
The reaction of sugar 1,2-thio-orthoesters in the D-gluco, D-galacto, D-manno, and L-rhamno series with primary and secondary trityl ethers of monosaccharides, in the presence of triphenylmethylium perchlorate as catalyst, affords, stereospecifically, derivatives of 1,2-trans-disaccharides in good yields. 4-Trityl ethers of benzyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-α-D-glucopyranoside and methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside exhibit low reactivity in glycosylation by thio-ortho-esters.A reaction scheme for the glycosylation is discussed.
