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Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides


Knežević, Anamarija; Vinković, Vladimir; Maraković, Nikola; Šinko, Goran
Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides // Tetrahedron letters, 55 (2014), 31; 4338-4341 doi:10.1016/j.tetlet.2014.06.027 (međunarodna recenzija, članak, znanstveni)


Naslov
Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides

Autori
Knežević, Anamarija ; Vinković, Vladimir ; Maraković, Nikola ; Šinko, Goran

Izvornik
Tetrahedron letters (0040-4039) 55 (2014), 31; 4338-4341

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Amide formation; chemoenzymatic synthesis; coupling reagents; enzyme catalysis; oxime protecting groups

Sažetak
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.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
098-0982904-2910 - Kiralni organski materijali – sintetska, strukturna i funkcionalna istraživanja (Vladimir Vinković, )
HRZZ-IP-2013-11-4307 - Dizajn, sinteza i evaluacija novih protuotrova kod trovanja živčanim bojnim otrovima i pesticidima (Zrinka Kovarik, )

Ustanove
Institut za medicinska istraživanja i medicinu rada, Zagreb,
Institut "Ruđer Bošković", Zagreb

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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