FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2020213020> ?p ?o ?g. }

• W2020213020 endingPage "33" @default.
• W2020213020 startingPage "23" @default.
• W2020213020 abstract "A recent article by Elati et al. (Elati, C. R.; Kolla, N.; Vankawala, P. J.; Gangula, S.; Chalamala, S.; Sundaram, V.; Bhattacharya, A.; Vurimidi, H.; Mathad, V. T. Org. Process Res. Dev. 2007, 11, 289−292) describes the synthesis of escitalopram by means of a three-step process: (i) an alkylation reaction to provide didesmethylcitalopram, (ii) resolution of didesmethylcitalopram by classical resolution using (−)-O-O′-di-p-toluoyl-(R,R)-tartaric acid (DTT) as the chiral acid, and (iii) dimethylation of the resolved product to give escitalopram. However, they also mention resolution of citalopram itself by classical resolution, again using DTT as the chiral acid. We have been unable to reproduce their resolution of citalopram, obtaining only racemic or nearly racemic material. In order to better understand the system, we constructed two ternary solubility diagrams from solubility data at different temperatures. The resultant isotherms show the presence of a solid solution across the majority of the diagram in the temperature range 0−25 °C. This finding was in agreement with data from X-ray diffractograms. In addition, the solubility of the desired (S)-citalopram·DTT salt was found to be a factor of 5 higher than that of the corresponding R/S double addition salt. Furthermore, kinetics studies have indicated that the formation/crystal growth of the R/S double addition salt is preferred/faster than that of the desired (S)-citalopram·DTT salt. Taken as a whole, our findings show that resolution is not possible in any practical sense in the system described by Elati et al. Furthermore, we believe that detailed examination of their alkylation procedures casts doubt on their reproducibility." @default.
• W2020213020 created "2016-06-24" @default.
• W2020213020 creator A5001273897 @default.
• W2020213020 creator A5091496797 @default.
• W2020213020 date "2008-11-21" @default.
• W2020213020 modified "2023-09-26" @default.
• W2020213020 title "Attempted Resolution of Citalopram Using (−)-<i>O</i>,<i>O′</i>-Di-<i>p</i>-toluoyl-(<i>R</i>,<i>R</i>)-tartaric Acid, and Reflections on an Alkylation Reaction; Comment on an Article by Elati et al." @default.
• W2020213020 cites W1972046218 @default.
• W2020213020 cites W2330297424 @default.
• W2020213020 doi "https://doi.org/10.1021/op800101z" @default.
• W2020213020 hasPublicationYear "2008" @default.
• W2020213020 type Work @default.
• W2020213020 sameAs 2020213020 @default.
• W2020213020 citedByCount "11" @default.
• W2020213020 countsByYear W20202130202012 @default.
• W2020213020 countsByYear W20202130202020 @default.
• W2020213020 crossrefType "journal-article" @default.
• W2020213020 hasAuthorship W2020213020A5001273897 @default.
• W2020213020 hasAuthorship W2020213020A5091496797 @default.
• W2020213020 hasConcept C105795698 @default.
• W2020213020 hasConcept C138268822 @default.
• W2020213020 hasConcept C154945302 @default.
• W2020213020 hasConcept C155574463 @default.
• W2020213020 hasConcept C155647269 @default.
• W2020213020 hasConcept C161790260 @default.
• W2020213020 hasConcept C164361826 @default.
• W2020213020 hasConcept C170493617 @default.
• W2020213020 hasConcept C178790620 @default.
• W2020213020 hasConcept C185592680 @default.
• W2020213020 hasConcept C186399060 @default.
• W2020213020 hasConcept C2775864247 @default.
• W2020213020 hasConcept C2776371256 @default.
• W2020213020 hasConcept C2777490545 @default.
• W2020213020 hasConcept C2779032678 @default.
• W2020213020 hasConcept C2780048820 @default.
• W2020213020 hasConcept C33923547 @default.
• W2020213020 hasConcept C41008148 @default.
• W2020213020 hasConcept C55493867 @default.
• W2020213020 hasConcept C71240020 @default.
• W2020213020 hasConceptScore W2020213020C105795698 @default.
• W2020213020 hasConceptScore W2020213020C138268822 @default.
• W2020213020 hasConceptScore W2020213020C154945302 @default.
• W2020213020 hasConceptScore W2020213020C155574463 @default.
• W2020213020 hasConceptScore W2020213020C155647269 @default.
• W2020213020 hasConceptScore W2020213020C161790260 @default.
• W2020213020 hasConceptScore W2020213020C164361826 @default.
• W2020213020 hasConceptScore W2020213020C170493617 @default.
• W2020213020 hasConceptScore W2020213020C178790620 @default.
• W2020213020 hasConceptScore W2020213020C185592680 @default.
• W2020213020 hasConceptScore W2020213020C186399060 @default.
• W2020213020 hasConceptScore W2020213020C2775864247 @default.
• W2020213020 hasConceptScore W2020213020C2776371256 @default.
• W2020213020 hasConceptScore W2020213020C2777490545 @default.
• W2020213020 hasConceptScore W2020213020C2779032678 @default.
• W2020213020 hasConceptScore W2020213020C2780048820 @default.
• W2020213020 hasConceptScore W2020213020C33923547 @default.
• W2020213020 hasConceptScore W2020213020C41008148 @default.
• W2020213020 hasConceptScore W2020213020C55493867 @default.
• W2020213020 hasConceptScore W2020213020C71240020 @default.
• W2020213020 hasIssue "1" @default.
• W2020213020 hasLocation W20202130201 @default.
• W2020213020 hasOpenAccess W2020213020 @default.
• W2020213020 hasPrimaryLocation W20202130201 @default.
• W2020213020 hasRelatedWork W1999952754 @default.
• W2020213020 hasRelatedWork W1999992708 @default.
• W2020213020 hasRelatedWork W2156917319 @default.
• W2020213020 hasRelatedWork W2383972842 @default.
• W2020213020 hasRelatedWork W2949529011 @default.
• W2020213020 hasRelatedWork W2949668585 @default.
• W2020213020 hasRelatedWork W2951550788 @default.
• W2020213020 hasRelatedWork W2952540179 @default.
• W2020213020 hasRelatedWork W3016244562 @default.
• W2020213020 hasRelatedWork W3210419427 @default.
• W2020213020 hasVolume "13" @default.
• W2020213020 isParatext "false" @default.
• W2020213020 isRetracted "false" @default.
• W2020213020 magId "2020213020" @default.
• W2020213020 workType "article" @default.