Tetrahedron Letters p. 6637 - 6640 (1991)
Update date:2022-07-30
Topics:
Verduyn, R.
Belien, J. J. A.
Dreef-Tromp, C. M.
Marel, G. A. van der
Boom, J. H. van
Condensation of protected β-benzyl-aspartate 4 with 2-amino-ethanol, subsequent deprotection of the amino function and coupling with N,N'-di-benzyloxycarbonyl-lysine (7) afforded the peptidyl alcohol 8.Glycosylation of methyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside (11) by ethyl 2,6-di-O-benzoyl-3,4-di-O-benzyl-1-thio-α-D-mannopyranoside (14) gave, after debenzoylation and protection of the 2'-hydroxyl function, the suitably protected dimannoside 21.Phosphitylation of 21 with benzyloxy-bis-(N,N-diisopropylamino)phosphine (18) followed by the addition of 8 gave, after oxidation and subsequent hydrogenolysis of the benzyl groups, the title compound in a good yield.
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(1991)