A flexible and efficient synthesis of the pyrrolidine α-glycosidase inhibitor 1,4-dideoxy-1,4-imino-D-arabinitol (DAB-1)
- 1 January 2000
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 12,p. 1837-1841
- https://doi.org/10.1039/b002707n
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.Keywords
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