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Green synthesis of 1,5-dideoxy-1,5-imino-ribitol and 1,5-dideoxy-1,5-imino-DL-arabinitol from natural D-sugars over Au/Al₂O₃ and SO₄^2-/Al₂O₃ catalysts.

ABSTRACT: A green synthetic route for the synthesis of some potential enzyme active hydroxypiperidine iminosugars including 1,5-dideoxy-1,5-imino-ribitol and 1,5-dideoxy-1,5-imino-DL-arabinitol, starting from commercially available D-ribose and D-lyxose was tested out. Heterogeneous catalysts including Au/Al₂O₃, SO₄^2-/Al₂O₃ as well as environmentally friendly reagents were employed into several critical reaction of the route. The synthetic route resulted in good overall yields of 1,5-dideoxy-1,5-imino-ribitol of 54%, 1,5-dideoxy-1,5-imino-D-arabinitol of 48% and 1,5-dideoxy-1,5-imino-L-arabinitol of 46%. The Au/Al₂O₃ catalyst can be easily recovered from the reaction mixture and reused with no loss of activity.

SUBMITTER: Gao H

PROVIDER: S-EPMC8376872 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature

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Green synthesis of 1,5-dideoxy-1,5-imino-ribitol and 1,5-dideoxy-1,5-imino-DL-arabinitol from natural D-sugars over Au/Al2O3 and SO42-/Al2O3 catalysts.

Gao Hongjian H Fan Ao A

Scientific reports 20210819 1

A green synthetic route for the synthesis of some potential enzyme active hydroxypiperidine iminosugars including 1,5-dideoxy-1,5-imino-ribitol and 1,5-dideoxy-1,5-imino-DL-arabinitol, starting from commercially available D-ribose and D-lyxose was tested out. Heterogeneous catalysts including Au/Al2O3, SO42-/Al2O3 as well as environmentally friendly reagents were employed into several critical reaction of the route. The synthetic ...[more]

PMID: 34413372

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Alternative synthesis and antibacterial evaluation of 1,5-dideoxy-1,5-imino-L-rhamnitol.

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Inhibitory properties of 1,4-dideoxy-1,4-imino-d-arabinitol (DAB) derivatives acting on glycogen metabolising enzymes.

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A synchrotron radiation study of the one-dimensional complex of sodium with (1S)-N-carboxylato-1-(9-deazaadenin-9-yl)-1,4-dideoxy-1,4-imino-D-ribitol, a member of the 'immucillin' family.

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