Facile synthesis of α-hydroxy carboxylic acids from the corresponding α-amino acids
Research output: Contribution to journal › Journal article › Research › peer-review
Nicolai Stuhr-Hansen, Shahrokh Padrah, Kristian Strømgaard
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.
|Number of pages||3|
|Publication status||Published - 2014|
- Depsipeptides, Diazotization, Hydroxylation, α-Hydroxy carboxylic acids