37535-51-6Relevant articles and documents
A practical and scalable system for heteroaryl amino acid synthesis
Aycock,Vogt,Jui
, p. 7998 - 8003 (2017/11/28)
A robust system for the preparation of β-heteroaryl α-amino acid derivatives has been developed using photoredox catalysis. This system operates via regiospecific activation of halogenated pyridines (or other heterocycles) and conjugate addition to dehydroalanine derivatives to deliver a wide range of unnatural amino acids. This process was conducted with good efficiency on large scale, the application of these conditions to amino ketone synthesis is shown, and a simple protocol is given for the preparation of enantioenriched amino acid synthesis, from a number of radical precursors.
Novel preparation of chiral α-amino acids using the Mitsunobu-Tsunoda reaction
Noisier, Anais F. M.,Harris, Craig S.,Brimble, Margaret A.
supporting information, p. 7744 - 7746 (2013/09/02)
An efficient synthesis of racemic or optically active α-amino acids by modified-Mitsunobu alkylation of a racemic or chiral glycine template from alcohols was developed. Libraries of amino acids were prepared in moderate to good yield with good to high enantioselectivity. This simple method widens the scope for preparation of structurally diverse amino acids.
Studies on polypeptides XXXII. Solid-phase synthesis of RNase S-peptide 1-14 analogues; replacement of histidine-12 by β-(2-pyridyl)-L-alanine and β-(4-pyridyl)-L-alanine
Hoes, C.,Raap, J.,Bloemhoff, W.,Kerling, K. E. T.
, p. 99 - 104 (2007/10/02)
The synthesis of two analogues of the N-terminal tetradecapeptide of ribonuclease A (RNase S-peptide 1-14), in which the active site histidine-12 residue is replaced by β-(2-pyridyl)-L-alanine and β-(4-pyridyl)-L-alanine, has been accomplished by the solid-phase method.The enantiomers of β-(2-pyridyl)alanine were obtained by chymotryptic hydrolysis of its racemic Nα-acetyl ethyl ester.The Boc derivative of both L-amino acids has been synthesized.