Synthesis 2007(2): 231-234  
DOI: 10.1055/s-2006-958951
PAPER
© Georg Thieme Verlag Stuttgart · New York

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;
Further Information

Publication History

Received 11 September 2006
Publication Date:
21 December 2006 (online)

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.