110352-12-0Relevant academic research and scientific papers
Synthesis of N-(Glucopyranosid-3-yl)-D- and -L-alanyl-D-isoglutamine and Related Glycodipeptides
Calvo-Mateo, Ana,Heras, Federico G. De las
, p. 1017 - 1020 (2007/10/02)
Six glucodipeptides, in which the D-lactyl-L-alanyl residue of the immunoadjuvant myramyl dipeptide is replaced by D-Ala, L-Ala, and Gly, have been synthesized.Coupling of benzyl 2-acetamido-4,6-O-benzylidene-3--2,3-dideoxy-α-D-glucopyranosides 8, 9, and 10, respectively, with D-isoglutamine methyl ester and D-glutamine methyl ester followed by hydrogenolysis afforded the corresponding N-(2-acetamido-2,3-dideoxy-D-glucopyranosid-3-yl) derivatives of D-Ala-D-isoGln-OMe, L-Ala-D-isoGln-OMe (15), Gly-D-isoGln-OMe (16), D-Ala-D-Gln-OMe (20), L-Ala-D-Gln-OMe (21), and Gly-D-Gln-OMe (22).
