2-Methoxyphenyl isocyanate: a chemoselective multitasking reagent for an amine protection/deprotection sequence
Autor: | Subhashini Kogatam, Rakshantha Srithar, Dhrubajyoti Datta, Anand Babu Velappan, Gunasekaran Nanjappan, Joy Debnath |
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Rok vydání: | 2019 |
Předmět: |
Carbamate
Aqueous solution 010405 organic chemistry Chemistry medicine.medical_treatment Organic Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry Isocyanate 0104 chemical sciences chemistry.chemical_compound Solid-phase synthesis Reagent Urea medicine Amine gas treating Protecting group |
Zdroj: | Organic Chemistry Frontiers. 6:2360-2364 |
ISSN: | 2052-4129 |
DOI: | 10.1039/c9qo00293f |
Popis: | Organic amines, in general, are protected through carbamate bond mediated cappings. Herein, we have demonstrated the chemically stable urea linkage suitably employed for protection/deptrotection of amino groups. The stability of the urea linkage under acidic, alkaline and aqueous conditions is an additional advantage for such a protecting group. Therefore the chemoselective nature of 2-methoxyphenyl isocyanate enables its use as a new class of protecting groups which can regenerate free amines after a convenient deprotection step. |
Databáze: | OpenAIRE |
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