One-Pot Transformation of a t-Butyl Carbamate to a Bromoacetamide in the Synthesis of the Gene Transfer Agent pcTG201

Abdesslame Nazih; Yves Cordier; Hanno V. J. Kolbe; Denis Heissler

doi:10.1055/s-2000-6604

Synlett 2000; 2000(5): 0635-0636
DOI: 10.1055/s-2000-6604

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One-Pot Transformation of a t-Butyl Carbamate to a Bromoacetamide in the Synthesis of the Gene Transfer Agent pcTG201

Abdesslame Nazih^* , Yves Cordier, Hanno V. J. Kolbe, Denis Heissler

^*Université Louis Pasteur et Centre National de la Recherche Scientifique, Institut de Chimie, BP 296, 67008 Strasbourg, France; Fax (33)388.41.68.59; E-mail: heissler@chimie.u-strasbg.fr

Abstract

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The gene transfer agent pcTG201, a cationic lipid in which (S)-3-aminopropane-1,2-diol bears two oleoyl chains and an N,N′-permethylated diammonio polar head, has been prepared from (R)-glycidol by a short reaction sequence including a one-pot conversion of a t-butyl carbamate to a bromoacetamide and the substitution of an iodide with 3-(dimethylamino)propyltrimethylammonium iodide.

amines - amides - lipids - polycations - protecting groups

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