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 includi...

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Autores principales:	Hongjian Gao, Ao Fan
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2021
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/0158f90e679543b6bbbce8580dde63cb
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spelling	oai:doaj.org-article:0158f90e679543b6bbbce8580dde63cb2021-12-02T18:51:47ZGreen 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 catalysts10.1038/s41598-021-96231-92045-2322https://doaj.org/article/0158f90e679543b6bbbce8580dde63cb2021-08-01T00:00:00Zhttps://doi.org/10.1038/s41598-021-96231-9https://doaj.org/toc/2045-2322Abstract 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.Hongjian GaoAo FanNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 11, Iss 1, Pp 1-10 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Hongjian Gao Ao Fan 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
description	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.
format	article
author	Hongjian Gao Ao Fan
author_facet	Hongjian Gao Ao Fan
author_sort	Hongjian Gao
title	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
title_short	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
title_full	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
title_fullStr	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
title_full_unstemmed	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
title_sort	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
publisher	Nature Portfolio
publishDate	2021
url	https://doaj.org/article/0158f90e679543b6bbbce8580dde63cb
work_keys_str_mv	AT hongjiangao greensynthesisof15dideoxy15iminoribitoland15dideoxy15iminodlarabinitolfromnaturaldsugarsoveraual2o3andso42al2o3catalysts AT aofan greensynthesisof15dideoxy15iminoribitoland15dideoxy15iminodlarabinitolfromnaturaldsugarsoveraual2o3andso42al2o3catalysts
_version_	1718377366152019968

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

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