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Asymmetric synthesis of potent glycosidase and very potent alpha-mannosidase inhibitors: 4-amino-4-deoxy-L-erythrose and 4-amino-4,5-dideoxy-L-ribose



Asymmetric synthesis of potent glycosidase and very potent alpha-mannosidase inhibitors: 4-amino-4-deoxy-L-erythrose and 4-amino-4,5-dideoxy-L-ribose



Tetrahedron 59(4): 453-553, 20 January



Pyrrolidine amino-sugars, cyclic iminoalditols as well as linear aminoalditols in 4-amino-L-erythrose and 4-amino-5-deoxy-L-ribose series were synthesised by asymmetric hetero-Diels-Alder reaction followed by chemical transformations. 4-Amino-4-deoxy-L-erythrose and 4-amino-4,5-dideoxy-L-ribose were potent beta-D-glucosidase, alpha-D-mannosidase, alpha- and beta-D-galactosidase inhibitors. We have shown that the ribose derivative was a very potent inhibitor of alpha-D-mannosidase.

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