Glycine N-carboxyanhydride explained

Glycine N-carboxyanhydride is an organic compound with the formula HNCH(CO)₂O. A colorless solid, it is the product of phosgenation (reaction with phosgene) of glycine.^{[1] [2]} Glycine N-carboxyanhydride is the simplest member of the amino acid N-carboxyanhydrides. It is also the parent of the 2,5-oxazolidinedione family of heterocycles.

Other derivatives

2,5-Oxazolidinediones can also be prepared from Schiff base derivatives of amino acids.^[3]

See also

• 2,4-Oxazolidinedione, parent ring found in a variety anticonvulsant drugs.

References

1. Kricheldorf HR . Polypeptides and 100 years of chemistry of alpha-amino acid N-carboxyanhydrides . Angewandte Chemie . 45 . 35 . 5752–84 . September 2006 . 16948174 . 10.1002/anie.200600693.
2. Tian ZY, Zhang Z, Wang S, Lu H . A Moisture-Tolerant Route to Unprotected α/β-Amino Acid N-carboxyanhydrides and Facile Synthesis of Hyperbranched Polypeptides . Nature Communications . 12 . 1 . 5810 . October 2021 . 34608139 . 8490447 . 10.1038/s41467-021-25689-y . 2021NatCo..12.5810T.
3. Sucu BO, Ocal N, Erden I . 10.1016/j.tetlet.2015.04.002 . Direct synthesis of imidazolidin-4-ones via cycloadditions of imines with a Leuchs' anyhdride . Tetrahedron Letters . 56 . 20 . 2590–2 . 2015.