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Wiley-VCH Verlag, ChemInform, 1(46), 2015

DOI: 10.1002/chin.201501061

Elsevier, Tetrahedron Letters, 31(55), p. 4338-4341

DOI: 10.1016/j.tetlet.2014.06.027

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Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides

This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

In order to synthesize N-(3-azido-1-phenylpropyl)-2-hydroxyiminoacetamide, a key compound for the preparation of acetylcholinesterase (AChE) reactivators of the N-substituted 2-hydroxyiminoacetamide type, it was necessary to develop a method for forming an amide bond between an ethyl glyoxylate oxime and an amine. Using Candida antarctica lipase B (CAL-B) in a cascade enzyme-BOP catalyzed reaction, the efficient synthesis of the target hydroxyiminoacetamide was achieved.