Literature DB >> 12027691

Methyl 2-((succinimidooxy)carbonyl)benzoate (MSB): a new, efficient reagent for N-phthaloylation of amino acid and peptide derivatives.

J Richard Casimir1, Gilles Guichard, Jean-Paul Briand.   

Abstract

A new, efficient, and readily available reagent, methyl 2-((succinimidooxy)carbonyl)benzoate (MSB), for N-phthaloylation of amino acids and amino acid derivatives is described. The phthaloylation procedure is simple and racemization-free and gives excellent results with alpha-amino acids, alpha-amino alcohols, dipeptides, alpha-amino carboxamides, and alpha-amino esters.

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Year:  2002        PMID： 12027691     DOI： 10.1021/jo016347h

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


  7 in total

1.  Synthesis of the celogentin C right-hand ring.

Authors:  Liwen He; Liping Yang; Steven L Castle
Journal:  Org Lett       Date:  2006-03-16       Impact factor: 6.005

2.  Novel selective human melanocortin-3 receptor ligands: use of the 4-amino-1,2,4,5-tetrahydro-2-benzazepin-3-one (Aba) scaffold.

Authors:  Steven Ballet; Alexander V Mayorov; Minying Cai; Dagmara Tymecka; Kevin B Chandler; Erin S Palmer; Karolien Van Rompaey; Aleksandra Misicka; Dirk Tourwé; Victor J Hruby
Journal:  Bioorg Med Chem Lett       Date:  2007-02-09       Impact factor: 2.823

3.  Stereoselective formation of a functionalized dipeptide isostere by zinc carbenoid-mediated chain extension.

Authors:  Weimin Lin; Cory R Theberge; Timothy J Henderson; Charles K Zercher; Jerry Jasinski; Ray J Butcher
Journal:  J Org Chem       Date:  2009-01-16       Impact factor: 4.354

4.  Variation of the net charge, lipophilicity, and side chain flexibility in Dmt(1)-DALDA: Effect on Opioid Activity and Biodistribution.

Authors:  Alexandre Novoa; Sylvia Van Dorpe; Evelien Wynendaele; Mariana Spetea; Nathalie Bracke; Sofie Stalmans; Cecilia Betti; Nga N Chung; Carole Lemieux; Johannes Zuegg; Matthew A Cooper; Dirk Tourwé; Bart De Spiegeleer; Peter W Schiller; Steven Ballet
Journal:  J Med Chem       Date:  2012-11-12       Impact factor: 7.446

5.  Total synthesis of the antimitotic bicyclic peptide celogentin C.

Authors:  Bing Ma; Biplab Banerjee; Dmitry N Litvinov; Liwen He; Steven L Castle
Journal:  J Am Chem Soc       Date:  2010-01-27       Impact factor: 15.419

6.  Photoinduced electron-transfer chemistry of the bielectrophoric N-phthaloyl derivatives of the amino acids tyrosine, histidine and tryptophan.

Authors:  Axel G Griesbeck; Jörg Neudörfl; Alan de Kiff
Journal:  Beilstein J Org Chem       Date:  2011-04-26       Impact factor: 2.883

7.  Antioxidant activity of new aramide nanoparticles containing redox-active N-phthaloyl valine moieties in the hepatic cytochrome P450 system in male rats.

Authors:  Hammed H A M Hassan; Sabah G El-Banna; Amel F Elhusseiny; El-Sayed M E Mansour
Journal:  Molecules       Date:  2012-07-10       Impact factor: 4.411
  7 in total

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