Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides
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 ox...
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ftrboskovicinst:oai:fulir.irb.hr:3660 2023-05-15T14:00:01+02:00 Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides Knežević, Anamarija Vinković, Vladimir Maraković, Nikola Šinko, Goran 2014 application/pdf http://fulir.irb.hr/3660/ http://fulir.irb.hr/3660/1/Tetr%20Lett%20postprint.pdf http://www.sciencedirect.com/science/article/pii/S0040403914010065 https://doi.org/10.1016/j.tetlet.2014.06.027 hr hrv Elsevier info:eu-repo/grantAgreement/HRZZ/IP/IP-2013-11-4307 info:eu-repo/grantAgreement/MZOS/ZP/098-0982904-2910 http://fulir.irb.hr/3660/ http://www.sciencedirect.com/science/article/pii/S0040403914010065 doi:10.1016/j.tetlet.2014.06.027 http://fulir.irb.hr/3660/1/Tetr%20Lett%20postprint.pdf info:eu-repo/semantics/openAccess Tetrahedron Letters Chemistry Organic Chemistry info:eu-repo/semantics/article 2014 ftrboskovicinst https://doi.org/10.1016/j.tetlet.2014.06.027 2022-07-08T13:10:34Z 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. Article in Journal/Newspaper Antarc* Antarctica Ruđer Bošković Institute Zagreb: Full-text Institutional Repository (FULIR) Tetrahedron Letters 55 31 4338 4341 |
institution |
Open Polar |
collection |
Ruđer Bošković Institute Zagreb: Full-text Institutional Repository (FULIR) |
op_collection_id |
ftrboskovicinst |
language |
Croatian |
topic |
Chemistry Organic Chemistry |
spellingShingle |
Chemistry Organic Chemistry Knežević, Anamarija Vinković, Vladimir Maraković, Nikola Šinko, Goran Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides |
topic_facet |
Chemistry Organic Chemistry |
description |
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. |
format |
Article in Journal/Newspaper |
author |
Knežević, Anamarija Vinković, Vladimir Maraković, Nikola Šinko, Goran |
author_facet |
Knežević, Anamarija Vinković, Vladimir Maraković, Nikola Šinko, Goran |
author_sort |
Knežević, Anamarija |
title |
Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides |
title_short |
Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides |
title_full |
Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides |
title_fullStr |
Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides |
title_full_unstemmed |
Enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides |
title_sort |
enzyme-catalyzed cascade synthesis of hydroxyiminoacetamides |
publisher |
Elsevier |
publishDate |
2014 |
url |
http://fulir.irb.hr/3660/ http://fulir.irb.hr/3660/1/Tetr%20Lett%20postprint.pdf http://www.sciencedirect.com/science/article/pii/S0040403914010065 https://doi.org/10.1016/j.tetlet.2014.06.027 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Tetrahedron Letters |
op_relation |
info:eu-repo/grantAgreement/HRZZ/IP/IP-2013-11-4307 info:eu-repo/grantAgreement/MZOS/ZP/098-0982904-2910 http://fulir.irb.hr/3660/ http://www.sciencedirect.com/science/article/pii/S0040403914010065 doi:10.1016/j.tetlet.2014.06.027 http://fulir.irb.hr/3660/1/Tetr%20Lett%20postprint.pdf |
op_rights |
info:eu-repo/semantics/openAccess |
op_doi |
https://doi.org/10.1016/j.tetlet.2014.06.027 |
container_title |
Tetrahedron Letters |
container_volume |
55 |
container_issue |
31 |
container_start_page |
4338 |
op_container_end_page |
4341 |
_version_ |
1766269006141980672 |