Facile synthesis of α-hydroxy carboxylic acids from the corresponding α-amino acids
An effective and improved procedure is developed for the synthesis of α-hydroxy carboxylic acids by treatment of the corresponding protonated α-amino acid with tert-butyl nitrite in 1,4-dioxane-water. The amino moiety must be protonated and located α to a carboxylic acid function in order to undergo initial diazotization and successive hydroxylation, since neither β-amino acids nor acid derivatives such as esters and amides undergo hydroxylations. The method is successfully applied for the synthesis of 18 proteinogenic amino acids.
Stuhr-Hansen, Nicolai,Padrah, Shahrokh,Str?mgaard, Kristian
supporting information
p. 4149 - 4151
(2015/02/02)
New Side-Chain Protecting Groups for Lysine and Tyrosine Suitable for Solid-Phase Peptide Synthesis
The syntheses of two new lysine and tyrosine derivatives, Boc-Lys(2-ClZ) and Boc-Tyr(2-BrBzl) have been described.Their use in the solid-phase peptide synthesis of the decapeptide Glu-Arg(NO2)-Gly-Phe-Phe-Tyr-Thr-Pro-Lys-Thr (I) corresponding to the seque
Salem, Ezzeldin M.,Schou, O.
p. 62 - 64
(2007/10/02)
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