200282-97-9Relevant academic research and scientific papers
A flexible and efficient synthesis of the pyrrolidine α-glycosidase inhibitor 1,4-dideoxy-1,4-imino-D-arabinitol (DAB-1)
Hulme, Alison N.,Montgomery, Charles H.,Henderson, David K.
, p. 1837 - 1841 (2007/10/03)
The synthesis of the pyrrolidine α-glycosidase inhibitor 1,4-dideoxy-1,4-imino-D-arabinitol (DAB-1) was discussed. The synthesis used serine-derived α-dibenzylamino aldehyde in a highly diastereoselective glycolate aldol reaction. The glycolate derivative of Evans' oxazolidinone compound was found to be prepared using benzyl-oxyacetyl chloride and 4-benzyloxazolidin-2-one. The analysis showed that the deprotection of the N-benzyl protecting groups was completed within the first 2-3 h of the reaction.
