70601-16-0Relevant academic research and scientific papers
N-METHYL AMINO ACIDS
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Page 69-70, (2010/02/06)
The present invention relates to a compound of formula (I) or (II), processes for preparing them, peptides including them and kits involving them.
An efficient synthesis of N-methyl amino acids by way of intermediate 5-oxazolidinones
Aurelio, Luigi,Box, John S.,Brownlee, Robert T. C.,Hughes, Andrew B.,Sleebs, Marianne M.
, p. 2652 - 2667 (2007/10/03)
N-Methyl amino acids occur in many natural products. Experimental strategies are presented for a unified approach to the synthesis of N-methyl derivatives through 5-oxazolidinones of the 20 common L-amino acids. The amino acids with reactive side chains that required protecting groups or devoted syntheses for side chain construction for N-methylation to proceed included serine, threonine, tyrosine, cysteine, methionine, tryptophan, asparagine, histidine, and arginine. The studies have provided improved methods for the preparation of N-methyl serine, threonine, and tyrosine. All 20 of the common L-amino acids are now available in suitable forms for solid or solution-phase peptide synthesis.
A novel synthesis of N-methyl asparagine, arginine, histidine, and tryptophan
Aurelio, Luigi,Brownlee, Robert T. C.,Hughes, Andrew B.
, p. 3767 - 3769 (2007/10/03)
(graph presented) R = CH2(3-indolyl) tryptophan R = CH2CONH2 asparagine R = CH2(2-imidazolyl) histidine R = CH2CH2CH2(guanidyl) arginine N-Methyl amino acid residues in peptides
Deprotection of t-butyl esters of amino acid derivatives by nitric acid in dichloromethane
Strazzolini, Paolo,Scuccato, Massimo,Giumanini, Angelo G.
, p. 3625 - 3633 (2007/10/03)
The extension of the deprotection procedure of t-butylated carboxyl function using HNO3 in CH2Cl2 to a number of appropriately selected N-Z- derivatives of natural amino acid esters was investigated. The method was found to work effectively with alanine, phenylalanine, serine and the dipeptide aspartame, but the reagent brought about a number of unwanted transformations with tyrosine, methionine and tryptophan. Suitable protection of functions present in the latter ones allowed selective ester dealkylation, but tyrosine underwent unavoidable fast preliminary ring nitration. 2000 Elsevier Science Ltd.
