Issue 12, 2000
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

A flexible and efficient synthesis of the pyrrolidine α-glycosidase inhibitor1,4-dideoxy-1,4-imino-D-arabinitol (DAB-1)

Alison N. Hulme,*a   Charles H. Montgomerya  and  David K. Hendersona  

* Corresponding authors

a Department of Chemistry, The University of Edinburgh, Kings Buildings, West Mains Road, Edinburgh, UK

Abstract

The α-glucosidase inhibitor 1,4-dideoxy-1,4-imino-D-arabinitol (DAB-1) 8 is synthesised in ten steps from D-serine with an overall yield of 49%; the key step of this synthesis makes use of the readily prepared serine-derived α-dibenzylamino aldehyde 3 in a highly diastereoselective glycolate aldol reaction.

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Article information

DOI
https://doi.org/10.1039/B002707N
Article type
Paper
Submitted
05 Apr 2000
Accepted
12 Apr 2000
First published
23 May 2000

J. Chem. Soc., Perkin Trans. 1, 2000, 1837-1841

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A flexible and efficient synthesis of the pyrrolidine α-glycosidase inhibitor 1,4-dideoxy-1,4-imino-D-arabinitol (DAB-1)

A. N. Hulme, C. H. Montgomery and D. K. Henderson, J. Chem. Soc., Perkin Trans. 1, 2000, 1837 DOI: 10.1039/B002707N

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