Application of 2,2,2-Trichloroethoxycarbonyl Protection to Aminoacridines

Walid Zeghida; Martine Demeunynck

doi:10.1055/s-2006-958951

PAPER

Application of 2,2,2-Trichloroethoxycarbonyl Protection to Aminoacridines

Walid Zeghida, Martine Demeunynck*
LEDSS UMR5616 & ICMG-FR2607, Université Joseph Fourier, BP53, 38041 Grenoble cédex 9, France
Fax: +33(0)476514946; e-Mail: martine.demeunynck@ujf-grenoble.fr;

Abstract

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Abstract

The 2,2,2-trichloroethoxycarbonyl (Troc) group has been successfully used as a protecting group for aminoacridines. Unlike aliphatic amines, deprotection of these aromatic amines yields significant amounts (12-29%) of stable 2,2-dichloroethoxycarbonyl (Dioc) by-products. Formation of bis-carbamates, through the introduction of butoxycarbonyl (Boc) moieties as temporary protecting groups, efficiently solves this problem.

Key words

fused-ring systems - heterocycles - amino protecting group - carbamate

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References

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