Reductive amination of (alpha) - amino acids: Solution - Phase synthesis

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Title: Reductive amination of (alpha) - amino acids: Solution - Phase synthesis
Author: D'Souza, Rohini
Abstract: Preparation of a small library of secondary amino acids was achieved by solution-phase organic synthesis using reductive amination reactions with selected cc-amino acids and aromatic aldehydes. Reductive amination employing sodium triacetoxyborohydride instead of sodium cyanoborohydride was found to give shorter reaction times and much safer byproducts. With less sterically hindered a-amino acids, direct reductive amination generally yielded the bisalkylated product. However, monoalkylation was achieved by adopting an indirect reductive amination route. Reaction mixtures were characterized by HPLC and LC-MS, resulting in the synthesis of a 21 compound library.
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Date: 2001-07

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