Literature DB >> 20527770

Solid-phase synthesis of N-substituted pyrrolidinone-tethered N-substituted piperidines via Ugi reaction.

Zhang Liu1, Adel Nefzi.   

Abstract

Starting with resin-bound glutamic acid, an efficient synthesis of N-substituted pyrrolidinones is described, using the Ugi four-component reaction (U-4CR). The same methodology is employed to produce N-substituted pyrrolidinone tethered N-substituted piperidines.

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Year:  2010        PMID： 20527770      PMCID： PMC2917892          DOI： 10.1021/cc100054u

Source DB:  PubMed          Journal:  J Comb Chem        ISSN： 1520-4766


  28 in total

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4.  The use of the Ugi four-component condensation.

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5.  Sulfonamidopyrrolidinone factor Xa inhibitors: potency and selectivity enhancements via P-1 and P-4 optimization.

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6.  Trifluoroacetic anhydride-mediated solid-phase version of the Robinson-Gabriel synthesis of oxazoles.

Authors:  Maurizio Pulici; Francesca Quartieri; Eduard R Felder
Journal:  J Comb Chem       Date:  2005 May-Jun

7.  Pyrrolidinones as potent functional antagonists of the human melanocortin-4 receptor.

Authors:  Wanlong Jiang; Fabio C Tucci; Joe A Tran; Beth A Fleck; Jenny Wen; Stacy Markison; Dragan Marinkovic; Caroline W Chen; Melissa Arellano; Sam R Hoare; Michael Johns; Alan C Foster; John Saunders; Chen Chen
Journal:  Bioorg Med Chem Lett       Date:  2007-08-23       Impact factor: 2.823

8.  Intramolecular PIFA-mediated alkyne amidation and carboxylation reaction.

Authors:  Imanol Tellitu; Sonia Serna; M Teresa Herrero; Isabel Moreno; Esther Domínguez; Raul SanMartin
Journal:  J Org Chem       Date:  2007-02-16       Impact factor: 4.354

9.  Discovery of orally active, pyrrolidinone-based progesterone receptor partial agonists.

Authors:  David G Washburn; Tram H Hoang; James S Frazee; Latisha Johnson; Marlys Hammond; Sharada Manns; Kevin P Madauss; Shawn P Williams; Chaya Duraiswami; Thuy B Tran; Eugene L Stewart; Eugene T Grygielko; Lindsay E Glace; Walter Trizna; Rakesh Nagilla; Jeffrey D Bray; Scott K Thompson
Journal:  Bioorg Med Chem Lett       Date:  2009-06-25       Impact factor: 2.823

Review 10.  Emerging molecular diversity from the intra-molecular Ugi reaction: iterative efficiency in medicinal chemistry.

Authors:  Christopher Hulme; Justin Dietrich
Journal:  Mol Divers       Date:  2009-02-11       Impact factor: 3.364
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  1 in total

Review 1.  Isocyanide Multicomponent Reactions on Solid Phase: State of the Art and Future Application.

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Journal:  Int J Mol Sci       Date:  2020-12-01       Impact factor: 5.923
  1 in total

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