A short and practical synthesis of 1-deoxynojirimycin

Article abstract of DOI:10.1080/00397919108021285

The potent glucosidase inhibitor 1-deoxynojirimycin was synthesized from L-sorbose using a short synthesis and only one protecting group. The last step, which constituted the removal of an acetonide protecting group and an intramolecular reductive amination, was accomplished on an acidic ion-exchange resin. This provided a synthesis capable of being operated on a multi-kilogram scale.

Full text of DOI:10.1080/00397919108021285

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Synthetic Communications: An
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A Short and Practical Synthesis
of 1-Deoxynojirimycin
James Behling a , Payman Farid a , John R. Medich
a , Mike G. Scaros a , Michael Prunier a , Richard M.
Weier b & Ish Khanna b
a Dept. of Chemical Development , G.D. Searle &
Co. , 4901 Searle Parkway, Skokie, Il., 60077
b The Molecular and Cell Biology Dept. , G.D. Searle
& Co. , 4901 Searle Parkway, Skokie, Il., 60077
Published online: 23 Sep 2006.
To cite this article: James Behling , Payman Farid , John R. Medich , Mike G. Scaros ,
Michael Prunier , Richard M. Weier & Ish Khanna (1991) A Short and Practical Synthesis
of 1-Deoxynojirimycin, Synthetic Communications: An International Journal for
Rapid Communication of Synthetic Organic Chemistry, 21:12-13, 1383-1386, DOI:
10.1080/00397919108021285
To link to this article: http://dx.doi.org/10.1080/00397919108021285
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