Literature DB >> 10930256

Comparison of the effects of 5- and 6-HOAt on model peptide coupling reactions relative to the cases for the 4- and 7-Isomers.

L A Carpino1, H Imazumi, B M Foxman, M J Vela, P Henklein, A El-Faham, J Klose, M Bienert.   

Abstract

Synthesis of 5- and 6-HOAt has completed the full set of the four HOAt isomers derived from HOBt by insertion of a single nitrogen atom in the benzenoid nucleus. Comparison of the reactivity of all four isomers in model peptide coupling reactions has confirmed the unique character of the 7-isomer in promoting selectivity and maintaining configuration at the reactive carboxylic acid residue.

Entities:  

Mesh：

Substances：

Year:  2000        PMID： 10930256     DOI： 10.1021/ol006013z

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


  5 in total

1.  Mild and General Access to Diverse 1H-Benzotriazoles via Diboron-Mediated N-OH Deoxygenation and Palladium-Catalyzed C-C and C-N Bond Formation.

Authors:  Venkateshwarlu Gurram; Hari K Akula; Ramesh Garlapati; Narender Pottabathini; Mahesh K Lakshman
Journal:  Adv Synth Catal       Date:  2015-02-09       Impact factor: 5.837

2.  Kinetic studies and predictions on the hydrolysis and aminolysis of esters of 2-S-phosphorylacetates.

Authors:  Milena Trmčić; David R W Hodgson
Journal:  Beilstein J Org Chem       Date:  2010-08-16       Impact factor: 2.883

3.  Synthesis of 2-(4,6-dimethoxy-1,3,5-triazin-2-yloxyimino) derivatives: application in solution peptide synthesis.

Authors:  Tarfah I Al-Warhi; Hassan M A Al-Hazimi; Ayman El-Faham; Fernando Albericio
Journal:  Molecules       Date:  2010-12-20       Impact factor: 4.411

4.  Concerted amidation of activated esters: reaction path and origins of selectivity in the kinetic resolution of cyclic amines via N-heterocyclic carbenes and hydroxamic acid cocatalyzed acyl transfer.

Authors:  Scott E Allen; Sheng-Ying Hsieh; Osvaldo Gutierrez; Jeffrey W Bode; Marisa C Kozlowski
Journal:  J Am Chem Soc       Date:  2014-08-08       Impact factor: 15.419

5.  Facile synthesis of 1-alkoxy-1H-benzo- and 7-azabenzotriazoles from peptide coupling agents, mechanistic studies, and synthetic applications.

Authors:  Mahesh K Lakshman; Manish K Singh; Mukesh Kumar; Raghu Ram Chamala; Vijayender R Yedulla; Domenick Wagner; Evan Leung; Lijia Yang; Asha Matin; Sadia Ahmad
Journal:  Beilstein J Org Chem       Date:  2014-08-19       Impact factor: 2.883
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.