Beilstein J. Org. Chem.2025,21, 1587–1594, doi:10.3762/bjoc.21.122
Academy of Sciences, Kunming 650201, China 10.3762/bjoc.21.122 Abstract Chemical synthesis of monophosphorylated glycan motifs from the antitumor agent PI-88 has been achieved through an orthogonal one-pot glycosylation strategy on the basis of glycosylortho-(1-phenylvinyl)benzoates, which not only
glycosylation, respectively; 2) synthesis of PI-88 glycan motif pentasaccharide via [1 + 1 + 1] and [1 + 1 + 3] one-pot orthogonal glycosylation; 3) synthesis of hexasaccharide via [1 + 1 + 1] and [1 + 1 + 1 + 3] one-pot assembly.
Keywords: carbohydrates; chemical synthesis; glycosylortho-(1-phenylvinyl
)benzoates; one-pot glycosylation; PI-88; Introduction
Carbohydrates as one of four essential biomolecules have been widely recognized as important targets for the development of carbohydrate-based therapeutics [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18]. The example in point is the
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Graphical Abstract
Scheme 1:
(A) Glycan structures of PI-88 and (B) retrosynthetic analysis of PI-88 glycan motifs 1–4.