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Simple Methodology for the Preparation of Amino Alcohols from Amino Acid Esters Using NaBH4-Methanol in THF

Authors: Gonçalves, R.S.B.; Pinheiro, A.C.; Da Silva, E.T.; Da Costa, J.C.S.; Kaiser, C.R.; De Souza, M.V.N.


Abstract

Amino alcohols constitute a very useful and versatile class of organic compounds, with important applications in synthetic and medicinal chemistry. However, in most of the procedures described in the literature for the obtainment of these compounds, considerable limitations can be found, such as drastic conditions, long time reactions, poor yields, and purification problems. The present article describes a methodology that gives amino alcohols and N-protected amino alcohols based on the reduction of amino acid esters under mild conditions, employing NaBH4 in the presence of methanol. The reactions occurred in a short time (15–20 min) and provide yields of 50–95%.
Keywords: Amino alcohol, reduction, sodium borohydride Document Type: Research Article DOI: http://dx.doi.org/10.1080/00397911.2010.481747 Publication date: 30 de Março de 2011

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