Literature DB >> 17480087

A highly efficient azide-based protecting group for amines and alcohols.

Srinivasu Pothukanuri1, Nicolas Winssinger.   

Abstract

The azide-based carbamate or carbonate protecting group (Azoc) shown above can be removed in less than 2 min under neutral conditions using trimethyl or tributyl phosphine as well as polymer-bound triphenyl phosphine. It was shown to be orthogonal to Fmoc and Mtt for peptide synthesis and to afford beta-glycoside with a 2-aminoglucosyl donor by virtue of the neighboring group participation.

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Year:  2007        PMID: 17480087     DOI: 10.1021/ol0707160

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


  4 in total

1.  High Fidelity Enzyme-Free Primer Extension with an Ethynylpyridone Thymidine Analog.

Authors:  Jianyang Han; Eric Kervio; Clemens Richert
Journal:  Chemistry       Date:  2021-10-08       Impact factor: 5.020

2.  7-Azidomethoxy-coumarins as profluorophores for templated nucleic acid detection.

Authors:  Raphael M Franzini; Eric T Kool
Journal:  Chembiochem       Date:  2008-12-15       Impact factor: 3.164

3.  Hydrogenolytic cleavage of naphthylmethyl ethers in the presence of sulfides.

Authors:  Philip O Adero; Dean R Jarois; David Crich
Journal:  Carbohydr Res       Date:  2017-06-20       Impact factor: 2.104

4.  Aryl Azides as Phosphine-Activated Switches for Small Molecule Function.

Authors:  Bradley Lukasak; Kunihiko Morihiro; Alexander Deiters
Journal:  Sci Rep       Date:  2019-02-06       Impact factor: 4.379

  4 in total

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