Matches in SemOpenAlex for { <https://semopenalex.org/work/W2802553539> ?p ?o ?g. }
- W2802553539 endingPage "11793" @default.
- W2802553539 startingPage "11777" @default.
- W2802553539 abstract "The piperazine heterocycle is broadly exploited in FDA-approved drugs and biologically active compounds, but its chemical diversity is usually limited to ring nitrogen substitutions, leaving the four carbon atoms underutilized. Using an efficient six-step synthesis, chiral amino acids were transformed into 3-substituted piperazine-2-acetic acid esters as diastereomeric mixtures whose cis and trans products (dr 0.56 → 2.2:1, respectively) could be chromatographically separated. From five amino acids (both antipodes) was obtained a complete matrix of 20 monoprotected chiral 2,3-disubstituted piperazines, each as a single absolute stereoisomer, all but one in multigram quantities. In keeping with our overall purpose of constructing more Csp3-enriched compound libraries for drug discovery, these diverse and versatile piperazines can be functionalized on either nitrogen atom, allowing them to be used as scaffolds for parallel library synthesis and as intermediates for the production of novel piperazine compounds." @default.
- W2802553539 created "2018-05-17" @default.
- W2802553539 creator A5012250510 @default.
- W2802553539 creator A5025900919 @default.
- W2802553539 creator A5046280891 @default.
- W2802553539 creator A5067640100 @default.
- W2802553539 creator A5087767288 @default.
- W2802553539 creator A5088157671 @default.
- W2802553539 date "2018-09-05" @default.
- W2802553539 modified "2023-10-18" @default.
- W2802553539 title "Synthesis of Enantiomerically Pure 3-Substituted Piperazine-2-acetic Acid Esters as Intermediates for Library Production" @default.
- W2802553539 cites W1556840168 @default.
- W2802553539 cites W1562550463 @default.
- W2802553539 cites W1969718983 @default.
- W2802553539 cites W1970281944 @default.
- W2802553539 cites W1984609665 @default.
- W2802553539 cites W1984757279 @default.
- W2802553539 cites W1989386993 @default.
- W2802553539 cites W1997103465 @default.
- W2802553539 cites W2008442341 @default.
- W2802553539 cites W2008591986 @default.
- W2802553539 cites W2017072339 @default.
- W2802553539 cites W2022873414 @default.
- W2802553539 cites W2031212933 @default.
- W2802553539 cites W2031400878 @default.
- W2802553539 cites W2031994596 @default.
- W2802553539 cites W2033835372 @default.
- W2802553539 cites W2066807643 @default.
- W2802553539 cites W2084118990 @default.
- W2802553539 cites W2088887328 @default.
- W2802553539 cites W2097202029 @default.
- W2802553539 cites W2099185714 @default.
- W2802553539 cites W2102947047 @default.
- W2802553539 cites W2111115182 @default.
- W2802553539 cites W2147443169 @default.
- W2802553539 cites W2158483195 @default.
- W2802553539 cites W2160511349 @default.
- W2802553539 cites W2164877636 @default.
- W2802553539 cites W2167283616 @default.
- W2802553539 cites W2176257804 @default.
- W2802553539 cites W2179202741 @default.
- W2802553539 cites W2322479414 @default.
- W2802553539 cites W2330199461 @default.
- W2802553539 cites W2390997056 @default.
- W2802553539 cites W2407040666 @default.
- W2802553539 cites W2416350726 @default.
- W2802553539 cites W2465616981 @default.
- W2802553539 cites W2608057107 @default.
- W2802553539 cites W2797867047 @default.
- W2802553539 cites W2917062128 @default.
- W2802553539 cites W2950221466 @default.
- W2802553539 cites W2951148947 @default.
- W2802553539 cites W2952769520 @default.
- W2802553539 doi "https://doi.org/10.1021/acs.joc.8b01708" @default.
- W2802553539 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/30180575" @default.
- W2802553539 hasPublicationYear "2018" @default.
- W2802553539 type Work @default.
- W2802553539 sameAs 2802553539 @default.
- W2802553539 citedByCount "14" @default.
- W2802553539 countsByYear W28025535392019 @default.
- W2802553539 countsByYear W28025535392020 @default.
- W2802553539 countsByYear W28025535392021 @default.
- W2802553539 countsByYear W28025535392022 @default.
- W2802553539 countsByYear W28025535392023 @default.
- W2802553539 crossrefType "journal-article" @default.
- W2802553539 hasAuthorship W2802553539A5012250510 @default.
- W2802553539 hasAuthorship W2802553539A5025900919 @default.
- W2802553539 hasAuthorship W2802553539A5046280891 @default.
- W2802553539 hasAuthorship W2802553539A5067640100 @default.
- W2802553539 hasAuthorship W2802553539A5087767288 @default.
- W2802553539 hasAuthorship W2802553539A5088157671 @default.
- W2802553539 hasConcept C138716334 @default.
- W2802553539 hasConcept C178790620 @default.
- W2802553539 hasConcept C185592680 @default.
- W2802553539 hasConcept C21951064 @default.
- W2802553539 hasConcept C2776201271 @default.
- W2802553539 hasConcept C2776673659 @default.
- W2802553539 hasConcept C2780378348 @default.
- W2802553539 hasConcept C2993420144 @default.
- W2802553539 hasConcept C71240020 @default.
- W2802553539 hasConceptScore W2802553539C138716334 @default.
- W2802553539 hasConceptScore W2802553539C178790620 @default.
- W2802553539 hasConceptScore W2802553539C185592680 @default.
- W2802553539 hasConceptScore W2802553539C21951064 @default.
- W2802553539 hasConceptScore W2802553539C2776201271 @default.
- W2802553539 hasConceptScore W2802553539C2776673659 @default.
- W2802553539 hasConceptScore W2802553539C2780378348 @default.
- W2802553539 hasConceptScore W2802553539C2993420144 @default.
- W2802553539 hasConceptScore W2802553539C71240020 @default.
- W2802553539 hasFunder F4320306196 @default.
- W2802553539 hasFunder F4320308129 @default.
- W2802553539 hasIssue "19" @default.
- W2802553539 hasLocation W28025535391 @default.
- W2802553539 hasLocation W28025535392 @default.
- W2802553539 hasOpenAccess W2802553539 @default.
- W2802553539 hasPrimaryLocation W28025535391 @default.
- W2802553539 hasRelatedWork W2015519246 @default.
- W2802553539 hasRelatedWork W2024484112 @default.