Explore chapters and articles related to this topic
Amino acids: Building blocks for the synthesis of greener amphiphiles
Published in Journal of Dispersion Science and Technology, 2018
Nausheen Joondan, Sabina Jhaumeer Laulloo, Prakashanand Caumul
Amino acidbased surfactants containing chiral amino alcohols are important in asymmetric and pharmaceutical synthesis.[65] Amino alcohols are obtained by the reduction of amino acid esters with sodium or lithium aluminium hydride or sodium borohydride. Methylation of reduced amino acids using a mixture of formic acid/formaldehyde gave the N,N-dimethyl derivatives, which upon reaction with alkyl halides of varying chain lengths gave the optically active QUATS 55 and 56.[66,67] Reaction of N-dimethyl phenylalaninol with dodecanoyl chloride followed by methyl bromide in acetonitrile yielded the surfactant 57 (Figure 14) in which the hydrophobic tail was attached to the alcohol moiety via an ester linkage.[68]