Synthesis of α-Amino Acid N -Carboxyanhydrides.

Autor: Laconde G; Institut des Biomolécules Max Mousseron, IBMM UMR 5247 CNRS, Université Montpellier, ENSCM, Faculté de Pharmacie, 15 Av. C. Flahault, 34093 Montpellier, France., Amblard M; Institut des Biomolécules Max Mousseron, IBMM UMR 5247 CNRS, Université Montpellier, ENSCM, Faculté de Pharmacie, 15 Av. C. Flahault, 34093 Montpellier, France., Martinez J; Institut des Biomolécules Max Mousseron, IBMM UMR 5247 CNRS, Université Montpellier, ENSCM, Faculté de Pharmacie, 15 Av. C. Flahault, 34093 Montpellier, France.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2021 Aug 20; Vol. 23 (16), pp. 6412-6416. Date of Electronic Publication: 2021 Aug 09.
DOI: 10.1021/acs.orglett.1c02224
Abstrakt: A simple phosgene- and halogen-free method for synthesizing α-amino acid N -carboxyanhydrides (NCAs) is described. The reaction between Boc-protected α-amino acids and T3P reagent gave the corresponding NCA derivatives in good yield and purity with no detectable epimerization. The process is safe, is easy-to-operate, and does not require any specific installation. It generates nontoxic, easy to remove byproducts. It can apply to the preparation of NCAs for the on-demand on-site production of either little or large quantities.
Databáze: MEDLINE