Literature DB >> 22767143

Enantioselective synthesis of levomilnacipran.

Julien Alliot1, Edmond Gravel, Florence Pillon, David-Alexandre Buisson, Marc Nicolas, Eric Doris.   

Abstract

A novel approach for the asymmetric synthesis of the active (1S,2R)-enantiomer of the antidepressant milnacipran is reported. The two stereogenic centers borne by the cyclopropane ring were sequentially installed starting from phenylacetic acid.

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Year:  2012        PMID: 22767143     DOI: 10.1039/c2cc33743f

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  5 in total

1.  Mutating a Highly Conserved Residue in Diverse Cytochrome P450s Facilitates Diastereoselective Olefin Cyclopropanation.

Authors:  Joshua G Gober; Amy E Rydeen; Evan J Gibson-O'Grady; Janelle B Leuthaeuser; Jacquelyn S Fetrow; Eric M Brustad
Journal:  Chembiochem       Date:  2016-02-04       Impact factor: 3.164

2.  Improved cyclopropanation activity of histidine-ligated cytochrome P450 enables the enantioselective formal synthesis of levomilnacipran.

Authors:  Z Jane Wang; Hans Renata; Nicole E Peck; Christopher C Farwell; Pedro S Coelho; Frances H Arnold
Journal:  Angew Chem Int Ed Engl       Date:  2014-05-06       Impact factor: 15.336

3.  Disposition and metabolism of [14C]-levomilnacipran, a serotonin and norepinephrine reuptake inhibitor, in humans, monkeys, and rats.

Authors:  Valérie Brunner; Bernadette Maynadier; Laishun Chen; Louise Roques; Isabelle Hude; Sébastien Séguier; Laurence Barthe; Philippe Hermann
Journal:  Drug Des Devel Ther       Date:  2015-06-23       Impact factor: 4.162

4.  Direct enantioselective conjugate addition of carboxylic acids with chiral lithium amides as traceless auxiliaries.

Authors:  Ping Lu; Jeffrey J Jackson; John A Eickhoff; Armen Zakarian
Journal:  J Am Chem Soc       Date:  2015-01-08       Impact factor: 15.419

5.  Stereoselective synthesis of novel 2'-(S)-CCG-IV analogues as potent NMDA receptor agonists.

Authors:  Alex Maolanon; Athanasios Papangelis; David Kawiecki; Tung-Chung Mou; Jed T Syrenne; Feng Yi; Kasper B Hansen; Rasmus P Clausen
Journal:  Eur J Med Chem       Date:  2020-12-18       Impact factor: 6.514

  5 in total

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