Aqueous MW eco-friendly protocol for amino group protection

In this paper a new catalyst-free and on-water method for protection of amines and amino acids with di- tert -butyl dicarbonate, 9-fluorenylmethoxycarbonyl chloride, acetyl chloride and tosyl chloride is presented. The protection can be realized in a few minutes under microwave-assistance. The react...

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Bibliographic Details
Published inRSC advances Vol. 5; no. 24; pp. 18751 - 18760
Main Authors Nardi, M., Cano, N. Herrera, Costanzo, P., Oliverio, M., Sindona, G., Procopio, A.
Format Journal Article
LanguageEnglish
Published 01.01.2015
Subjects
Acetyl chloride
Amines
Amino acids
Carboxylic acids
Catalysts
chemoselectivity
Chlorides
Lewis bases
microwave treatment
Nucleophiles
organochlorine compounds
Wastes
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ISSN2046-2069
2046-2069
DOI10.1039/C4RA16683C

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Summary:In this paper a new catalyst-free and on-water method for protection of amines and amino acids with di- tert -butyl dicarbonate, 9-fluorenylmethoxycarbonyl chloride, acetyl chloride and tosyl chloride is presented. The protection can be realized in a few minutes under microwave-assistance. The reaction proved to be chemoselective in presence of ambident nucleophiles and water solution of di- tert -butyl carboxylic acid or chloride acid are the only wastes produced.
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ISSN:2046-2069
2046-2069
DOI:10.1039/C4RA16683C