Literature DB >> 21410197

Asymmetric synthesis of an antagonist of neurokinin receptors: SSR 241586.

Thomas-Xavier Métro1, Anne Cochi, Domingo Gomez Pardo, Janine Cossy.   

Abstract

SSR 241586 is a 2,2-disubstituted morpholine, developed by Sanofi-Aventis, which is active in the treatment of schizophrenia and irritable bowel syndrome (IBS). Different strategies have been studied to synthesize this molecule and among the strategies an organo-catalyzed Henry reaction, applied to an α-keto ester, has produced SSR 241586 in excellent enantiomeric excess.

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Year:  2011        PMID： 21410197     DOI： 10.1021/jo102471r

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  5 in total

1.  Palladium-Catalyzed β-Arylation of α-Keto Esters.

Authors:  Blane P Zavesky; Samuel L Bartlett; Jeffrey S Johnson
Journal:  Org Lett       Date:  2017-04-11       Impact factor: 6.005

2.  A Workflow to Investigate Exposure and Pharmacokinetic Influences on High-Throughput in Vitro Chemical Screening Based on Adverse Outcome Pathways.

Authors:  Martin B Phillips; Jeremy A Leonard; Christopher M Grulke; Daniel T Chang; Stephen W Edwards; Raina Brooks; Michael-Rock Goldsmith; Hisham El-Masri; Yu-Mei Tan
Journal:  Environ Health Perspect       Date:  2015-05-15       Impact factor: 9.031

3.  Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays.

Authors:  Nisha S Sipes; Matthew T Martin; Parth Kothiya; David M Reif; Richard S Judson; Ann M Richard; Keith A Houck; David J Dix; Robert J Kavlock; Thomas B Knudsen
Journal:  Chem Res Toxicol       Date:  2013-05-16       Impact factor: 3.739

4.  Asymmetric synthesis of α-allyl-α-aryl α-amino acids by tandem alkylation/π-allylation of α-iminoesters.

Authors:  John M Curto; Joshua S Dickstein; Simon Berritt; Marisa C Kozlowski
Journal:  Org Lett       Date:  2014-03-25       Impact factor: 6.005

5.  α-Allyl-α-aryl α-amino esters in the asymmetric synthesis of acyclic and cyclic amino acid derivatives by alkene metathesis.

Authors:  John M Curto; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2014-05-14       Impact factor: 4.354
  5 in total

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