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2-Methoxyphenyl isocyanate: A chemoselective multitasking reagent for amine protection/deprotection sequence

Abstract

In general amino groups are protected through carbamate linkage. Here we have demonstrated the chemical stability of urea linkage over the carbamate linkage for the same. The stability of urea linkage and its cleavage under acidic, alkaline and aqueous conditions provide an additional edge to this urea based protecting group. The chemoselective 2-methoxyphenylisocyanate can be used for this purpose as a protecting group which releases the free amines with quantitative yield after deprotection.

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Publication details

The article was received on 23 Feb 2019, accepted on 16 Apr 2019 and first published on 17 Apr 2019


Article type: Research Article
DOI: 10.1039/C9QO00293F
Org. Chem. Front., 2019, Accepted Manuscript

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    2-Methoxyphenyl isocyanate: A chemoselective multitasking reagent for amine protection/deprotection sequence

    J. Debnath, A. B. Velappan, S. Kogatam , D. Datta, R. Srithar and G. Nanjappan, Org. Chem. Front., 2019, Accepted Manuscript , DOI: 10.1039/C9QO00293F

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