Literature DB >> 19203293

Passerini reaction-amine deprotection-acyl migration peptide assembly: efficient formal synthesis of cyclotheonamide C.

Sophie Faure1, Thomas Hjelmgaard, Stéphane P Roche, David J Aitken.   

Abstract

A short, convergent, formal total synthesis of cyclotheonamide C is described. The key linear pentapeptide intermediate is assembled at the same time as the elaboration of the alpha-hydroxyhomoarginine (H-hArg) residue via a three-component Passerini reaction-amine deprotection-O,N-acyl migration strategy.

Entities:  

Mesh:

Substances:

Year:  2009        PMID: 19203293     DOI: 10.1021/ol900048r

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

Review 1.  Chemistry and biology of multicomponent reactions.

Authors:  Alexander Dömling; Wei Wang; Kan Wang
Journal:  Chem Rev       Date:  2012-03-22       Impact factor: 60.622

2.  Facile and rapid route for the synthesis of novel conformationally constrained norstatine analogs via PADAM-cyclization methodology.

Authors:  Arthur Y Shaw; Federico Medda; Christopher Hulme
Journal:  Tetrahedron Lett       Date:  2012-03-14       Impact factor: 2.415

3.  Efficient isocyanide-less isocyanide-based multicomponent reactions.

Authors:  Constantinos G Neochoritis; Silvia Stotani; Bhupendra Mishra; Alexander Dömling
Journal:  Org Lett       Date:  2015-03-31       Impact factor: 6.005

Review 4.  Isocyanide-based multicomponent reactions towards cyclic constrained peptidomimetics.

Authors:  Gijs Koopmanschap; Eelco Ruijter; Romano Va Orru
Journal:  Beilstein J Org Chem       Date:  2014-03-04       Impact factor: 2.883

Review 5.  The 100 facets of the Passerini reaction.

Authors:  Luca Banfi; Andrea Basso; Chiara Lambruschini; Lisa Moni; Renata Riva
Journal:  Chem Sci       Date:  2021-09-30       Impact factor: 9.825

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.