FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2024931803> ?p ?o ?g. }

• W2024931803 endingPage "3901" @default.
• W2024931803 startingPage "3891" @default.
• W2024931803 abstract "A formal synthesis of the antiasthma drug montelukast sodium is described, wherein the key chiral diol intermediate was accessed with greater convergence of the C–C bond-forming steps as compared to previous routes. Improved synthetic efficiency was achieved by deploying homogeneous metal-based catalysis in two pivotal steps. In the first, a tandem Mizoroki–Heck reaction and double-bond isomerization between a previously known allyl alcohol intermediate and a hindered 2-(2-halophenyl)propan-2-ol secured direct access to the 3-(2-(2-hydroxypropan-2-yl)phenyl)-1-phenylpropan-1-one moiety in the product. In the second step, asymmetric hydrogenation of the ketone functionality in the Mizoroki–Heck reaction product provided a convenient method to introduce the benzylic alcohol chiral center and obtain the desired chiral diol precursor of montelukast sodium. A detailed catalyst screening led to the identification of ((R)-Xyl-BINAP)((R,R)-DPEN)RuCl2 as a catalyst that afforded an enantioselectivity of 99% ee in the hydrogenation step on a multigram lab scale at a molar substrate:catalyst loading of 5000:1." @default.
• W2024931803 created "2016-06-24" @default.
• W2024931803 creator A5006893659 @default.
• W2024931803 creator A5009962739 @default.
• W2024931803 creator A5024368816 @default.
• W2024931803 creator A5025038981 @default.
• W2024931803 creator A5026250297 @default.
• W2024931803 creator A5030847074 @default.
• W2024931803 creator A5047515923 @default.
• W2024931803 creator A5051467524 @default.
• W2024931803 creator A5051827643 @default.
• W2024931803 creator A5058609779 @default.
• W2024931803 creator A5064937130 @default.
• W2024931803 creator A5087648772 @default.
• W2024931803 date "2015-04-06" @default.
• W2024931803 modified "2023-10-16" @default.
• W2024931803 title "An Enantioselective Formal Synthesis of Montelukast Sodium" @default.
• W2024931803 cites W1982946743 @default.
• W2024931803 cites W1984434737 @default.
• W2024931803 cites W1991252975 @default.
• W2024931803 cites W2005257160 @default.
• W2024931803 cites W2005582139 @default.
• W2024931803 cites W2013160605 @default.
• W2024931803 cites W2016073822 @default.
• W2024931803 cites W2017789201 @default.
• W2024931803 cites W2017947490 @default.
• W2024931803 cites W2029579423 @default.
• W2024931803 cites W2029820978 @default.
• W2024931803 cites W2032015554 @default.
• W2024931803 cites W2044084818 @default.
• W2024931803 cites W2049357053 @default.
• W2024931803 cites W2052532144 @default.
• W2024931803 cites W2064474303 @default.
• W2024931803 cites W2066528671 @default.
• W2024931803 cites W2153803620 @default.
• W2024931803 cites W2154387872 @default.
• W2024931803 cites W2159443297 @default.
• W2024931803 cites W2172986701 @default.
• W2024931803 cites W2176978562 @default.
• W2024931803 cites W2318501548 @default.
• W2024931803 cites W2319575619 @default.
• W2024931803 cites W2949170092 @default.
• W2024931803 cites W4250681408 @default.
• W2024931803 doi "https://doi.org/10.1021/acs.joc.5b00197" @default.
• W2024931803 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/25807000" @default.
• W2024931803 hasPublicationYear "2015" @default.
• W2024931803 type Work @default.
• W2024931803 sameAs 2024931803 @default.
• W2024931803 citedByCount "12" @default.
• W2024931803 countsByYear W20249318032015 @default.
• W2024931803 countsByYear W20249318032017 @default.
• W2024931803 countsByYear W20249318032018 @default.
• W2024931803 countsByYear W20249318032019 @default.
• W2024931803 countsByYear W20249318032020 @default.
• W2024931803 countsByYear W20249318032021 @default.
• W2024931803 countsByYear W20249318032022 @default.
• W2024931803 countsByYear W20249318032023 @default.
• W2024931803 crossrefType "journal-article" @default.
• W2024931803 hasAuthorship W2024931803A5006893659 @default.
• W2024931803 hasAuthorship W2024931803A5009962739 @default.
• W2024931803 hasAuthorship W2024931803A5024368816 @default.
• W2024931803 hasAuthorship W2024931803A5025038981 @default.
• W2024931803 hasAuthorship W2024931803A5026250297 @default.
• W2024931803 hasAuthorship W2024931803A5030847074 @default.
• W2024931803 hasAuthorship W2024931803A5047515923 @default.
• W2024931803 hasAuthorship W2024931803A5051467524 @default.
• W2024931803 hasAuthorship W2024931803A5051827643 @default.
• W2024931803 hasAuthorship W2024931803A5058609779 @default.
• W2024931803 hasAuthorship W2024931803A5064937130 @default.
• W2024931803 hasAuthorship W2024931803A5087648772 @default.
• W2024931803 hasConcept C126322002 @default.
• W2024931803 hasConcept C146686406 @default.
• W2024931803 hasConcept C161790260 @default.
• W2024931803 hasConcept C168896768 @default.
• W2024931803 hasConcept C178790620 @default.
• W2024931803 hasConcept C185592680 @default.
• W2024931803 hasConcept C21951064 @default.
• W2024931803 hasConcept C2776042228 @default.
• W2024931803 hasConcept C2776322731 @default.
• W2024931803 hasConcept C2776568683 @default.
• W2024931803 hasConcept C2777738585 @default.
• W2024931803 hasConcept C502130503 @default.
• W2024931803 hasConcept C71924100 @default.
• W2024931803 hasConceptScore W2024931803C126322002 @default.
• W2024931803 hasConceptScore W2024931803C146686406 @default.
• W2024931803 hasConceptScore W2024931803C161790260 @default.
• W2024931803 hasConceptScore W2024931803C168896768 @default.
• W2024931803 hasConceptScore W2024931803C178790620 @default.
• W2024931803 hasConceptScore W2024931803C185592680 @default.
• W2024931803 hasConceptScore W2024931803C21951064 @default.
• W2024931803 hasConceptScore W2024931803C2776042228 @default.
• W2024931803 hasConceptScore W2024931803C2776322731 @default.
• W2024931803 hasConceptScore W2024931803C2776568683 @default.
• W2024931803 hasConceptScore W2024931803C2777738585 @default.
• W2024931803 hasConceptScore W2024931803C502130503 @default.
• W2024931803 hasConceptScore W2024931803C71924100 @default.
• W2024931803 hasIssue "8" @default.
• W2024931803 hasLocation W20249318031 @default.

• next