Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides

TETRAHEDRON LETTERS

卷:55

Article

Knezevic, Anamarija¹  Vinkovic, Vladimir¹  Marakovic, Nikola²  Sinko, Goran² 

[1] Rudjer Boskovic Inst, Div Organ Chem & Biochem, HR-10000 Zagreb, Croatia

[2] Inst Med Res & Occupat Hlth, Biochem & Organ Analyt Chem Unit, HR-10000 Zagreb, Croatia

关键词: Amide formation;    Chemoenzymatic synthesis;    Coupling reagents;    Enzyme catalysis;    Oxime protecting groups;   

DOI  :  10.1016/j.tetlet.2014.06.027

来源: Elsevier

【 摘 要 】

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. (C) 2014 Elsevier Ltd. All rights reserved.

【 授权许可】

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