beta-Glycosides of N-acetylglucosamine, obtained by the oxazoline synt
hesis, with 2-dodecyltetradecanol-1 and 2,3-didodecyloxypropanol-1 as
aglycons, were converted into muramic acids and then coupled with the
dipeptide to give lipophilic glycosides of muramoyldipeptide. On the o
ther hand, condensation of 2-dodecyltetradecanyl esters of glycine and
6-aminohexanoic acid with Boc-L-Ala-D-Glu-NH2 gave the corresponding
lipophilic tripeptides, which upon coupling with alpha-benzyl-4,6-O-be
nzylyden-N-acetylmuramic acid yielded lipophilic esters of muramoyltri
peptides. The protecting groups were removed by acid hydrolysis and hy
drogenolysis.