FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2018551335> ?p ?o ?g. }

• W2018551335 endingPage "15651" @default.
• W2018551335 startingPage "15644" @default.
• W2018551335 abstract "The thiopeptide (or thiostrepton) antibiotics are a class of sulfur containing highly modified cyclic peptides with interesting biological properties, including reported activity against MRSA and malaria. Described herein is the total synthesis of the thiopeptide natural product amythiamicin D, which utilizes a biosynthesis-inspired hetero-Diels-Alder route to the pyridine core of the antibiotic as a key step. Preliminary studies using a range of serine-derived 1-ethoxy-2-azadienes established that hetero-Diels-Alder reaction with N-acetylenamines proceeded efficiently under microwave irradiation to give 2,3,6-trisubstituted pyridines. The thiazole building blocks of the antibiotic were obtained by either classical Hantzsch reactions or by dirhodium(II)-catalyzed chemoselective carbene N-H insertion followed by thionation, and were combined to give the bis-thiazole that forms the left-hand fragment of the antibiotic. The key Diels-Alder reaction of a tris-thiazolyl azadiene with benzyl 2-(1-acetylaminoethenyl)thiazole-4-carboxylate gave the core tetrathiazolyl pyridine, which was elaborated into the natural product by successive incorporation of glycine and bis-thiazole fragments followed by macrocyclization." @default.
• W2018551335 created "2016-06-24" @default.
• W2018551335 creator A5000442003 @default.
• W2018551335 creator A5004881578 @default.
• W2018551335 creator A5029469208 @default.
• W2018551335 creator A5064587381 @default.
• W2018551335 date "2005-10-18" @default.
• W2018551335 modified "2023-10-11" @default.
• W2018551335 title "Total Synthesis of the Thiopeptide Antibiotic Amythiamicin D" @default.
• W2018551335 cites W1973611487 @default.
• W2018551335 cites W1982045971 @default.
• W2018551335 cites W1986111148 @default.
• W2018551335 cites W1986140510 @default.
• W2018551335 cites W1987164083 @default.
• W2018551335 cites W1989139206 @default.
• W2018551335 cites W1992272087 @default.
• W2018551335 cites W2002435029 @default.
• W2018551335 cites W2007728632 @default.
• W2018551335 cites W2008764535 @default.
• W2018551335 cites W2011963718 @default.
• W2018551335 cites W2016412867 @default.
• W2018551335 cites W2021494226 @default.
• W2018551335 cites W2027729841 @default.
• W2018551335 cites W2028731040 @default.
• W2018551335 cites W2042283097 @default.
• W2018551335 cites W2067032587 @default.
• W2018551335 cites W2084861075 @default.
• W2018551335 cites W2085668372 @default.
• W2018551335 cites W2091897134 @default.
• W2018551335 cites W2100396945 @default.
• W2018551335 cites W2109357512 @default.
• W2018551335 cites W2126356931 @default.
• W2018551335 cites W2159863761 @default.
• W2018551335 cites W2159905786 @default.
• W2018551335 cites W2949815038 @default.
• W2018551335 cites W2949829757 @default.
• W2018551335 cites W2951424435 @default.
• W2018551335 cites W2952502593 @default.
• W2018551335 cites W2952671577 @default.
• W2018551335 cites W2952844095 @default.
• W2018551335 cites W4211238958 @default.
• W2018551335 doi "https://doi.org/10.1021/ja0547937" @default.
• W2018551335 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/16262432" @default.
• W2018551335 hasPublicationYear "2005" @default.
• W2018551335 type Work @default.
• W2018551335 sameAs 2018551335 @default.
• W2018551335 citedByCount "134" @default.
• W2018551335 countsByYear W20185513352012 @default.
• W2018551335 countsByYear W20185513352013 @default.
• W2018551335 countsByYear W20185513352014 @default.
• W2018551335 countsByYear W20185513352015 @default.
• W2018551335 countsByYear W20185513352016 @default.
• W2018551335 countsByYear W20185513352017 @default.
• W2018551335 countsByYear W20185513352018 @default.
• W2018551335 countsByYear W20185513352019 @default.
• W2018551335 countsByYear W20185513352020 @default.
• W2018551335 countsByYear W20185513352021 @default.
• W2018551335 countsByYear W20185513352022 @default.
• W2018551335 crossrefType "journal-article" @default.
• W2018551335 hasAuthorship W2018551335A5000442003 @default.
• W2018551335 hasAuthorship W2018551335A5004881578 @default.
• W2018551335 hasAuthorship W2018551335A5029469208 @default.
• W2018551335 hasAuthorship W2018551335A5064587381 @default.
• W2018551335 hasConcept C104317684 @default.
• W2018551335 hasConcept C161790260 @default.
• W2018551335 hasConcept C167392928 @default.
• W2018551335 hasConcept C178790620 @default.
• W2018551335 hasConcept C185592680 @default.
• W2018551335 hasConcept C21951064 @default.
• W2018551335 hasConcept C2777164566 @default.
• W2018551335 hasConcept C2777578258 @default.
• W2018551335 hasConcept C2778464347 @default.
• W2018551335 hasConcept C2779396153 @default.
• W2018551335 hasConcept C2779485729 @default.
• W2018551335 hasConcept C35753019 @default.
• W2018551335 hasConcept C515207424 @default.
• W2018551335 hasConcept C55493867 @default.
• W2018551335 hasConcept C67705224 @default.
• W2018551335 hasConcept C71240020 @default.
• W2018551335 hasConcept C88478588 @default.
• W2018551335 hasConceptScore W2018551335C104317684 @default.
• W2018551335 hasConceptScore W2018551335C161790260 @default.
• W2018551335 hasConceptScore W2018551335C167392928 @default.
• W2018551335 hasConceptScore W2018551335C178790620 @default.
• W2018551335 hasConceptScore W2018551335C185592680 @default.
• W2018551335 hasConceptScore W2018551335C21951064 @default.
• W2018551335 hasConceptScore W2018551335C2777164566 @default.
• W2018551335 hasConceptScore W2018551335C2777578258 @default.
• W2018551335 hasConceptScore W2018551335C2778464347 @default.
• W2018551335 hasConceptScore W2018551335C2779396153 @default.
• W2018551335 hasConceptScore W2018551335C2779485729 @default.
• W2018551335 hasConceptScore W2018551335C35753019 @default.
• W2018551335 hasConceptScore W2018551335C515207424 @default.
• W2018551335 hasConceptScore W2018551335C55493867 @default.
• W2018551335 hasConceptScore W2018551335C67705224 @default.
• W2018551335 hasConceptScore W2018551335C71240020 @default.
• W2018551335 hasConceptScore W2018551335C88478588 @default.
• W2018551335 hasIssue "44" @default.

• next