83545-04-4Relevant academic research and scientific papers
Biocatalytic Synthesis of Chiral N-Functionalized Amino Acids
Hyslop, Julia F.,Lovelock, Sarah L.,Sutton, Peter W.,Brown, Kristin K.,Watson, Allan J. B.,Roiban, Gheorghe-Doru
supporting information, p. 13821 - 13824 (2018/09/27)
N-Functionalized amino acids are important building blocks for the preparation of diverse bioactive molecules, including peptides. The development of sustainable manufacturing routes to chiral N-alkylated amino acids remains a significant challenge in the pharmaceutical and fine-chemical industries. Herein we report the discovery of a structurally diverse panel of biocatalysts which catalyze the asymmetric synthesis of N-alkyl amino acids through the reductive coupling of ketones and amines. Reactions have been performed on a gram scale to yield optically pure N-alkyl-functionalized products in high yields.
Preparation of N-protected N-alkylated amino acids
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, (2008/06/13)
A process for preparing N-protected N-alkylated amino acids of the formula STR1 where Rs and R1 -R3 have the meanings indicated in the description comprises adding a compound of the abovementioned formula where R3 is hydrogen to a solution of a base in a non-protic solvent and subsequently adding an alkylating agent.
AN EFFICIENT ONE-STEP REDUCTIVE N-MONOALKYLATION OF α-AMINO ACIDS
Ohfune, Yasufumi,Kurokawa, Natsuko,Higuchi, Naoki,Saito, Masayuki,Hashimoto, Masaki,et al.
, p. 441 - 444 (2007/10/02)
Reactions of protection-free α-amino acids with aldehydes or ketones in the presence of sodium cyanoborohydride afforded the N-monoalkylated amino acids in inorganic salt-free form.Application of this method to synthesis of N-alkyl derivatives of biologic
