359669-36-6Relevant academic research and scientific papers
Synthesis of propyl and 2-aminoethyl glycosides of α-D-galactosyl-(1 → 3′)-β-lactoside
Yudina, Olga N,Sherman, Andrei A,Nifantiev, Nikolay E
, p. 363 - 371 (2007/10/03)
Propyl and 2-aminoethyl α-D-galactopyranosyl-(1 → 3′)-β-lactosides (1 and 2) were prepared from the corresponding perbenzylated trisaccharide allyl glycoside 6 which, in turn, was obtained by methyl triflate promoted α-galactosylation of benzylated allyl lactoside acceptor 4 with thiogalactoside 3. Transformation of the allyl moiety in compound 6 into 2-azidoethyl one was achieved by cleavage of the double bond followed by reduction into alcohol 9, subsequent mesylation, and mesylate → azide substitution. Alternatively trisaccharide 2 was synthesized using α-galactosylation of selectively benzoylated 2-azidoethyl lactoside 19 with 3 as the key step.
