N-CARBAMYL-ALPHA-AMINO-ISOBUTYRIC ACID synthesis
- Product Name:N-CARBAMYL-ALPHA-AMINO-ISOBUTYRIC ACID
- CAS Number:38605-63-9
- Molecular formula:C5H10N2O3
- Molecular Weight:146.14
Yield:38605-63-9 73%
Reaction Conditions:
in water at 0 - 20; for 3 h;Reflux;
Steps:
General method B:
To a stirred suspension of the α-amino acid (1 eq) in water (10 vol), was added potassium isocyanate (3-5 eq) and the reaction mixture was heated to reflux for 3 hours, cooled to 0-5 °C and the pH is adjusted to 3 with the addition of concentrated HCl [CARE: vigorous evolution of carbon dioxide]. The resulting white precipitate was collected by filtration, washed with ice cold water (2vols), acetone (2 vols) and dried to a constant weight to afford the desired urea intermediates as white solids without the need for further purification.
References:
Boiteau, Jean-Guy;Bouix-Peter, Claire;Chambon, Sandrine;Clary, Laurence;Daver, Sebastien;Dumais, Laurence;Fournier, Jean-Fran?ois;Harris, Craig S.;Mebrouk, Kenny;Millois, Corinne;Pierre, Romain;Rodeville, Nicolas;Talano, Sandrine;Tomas, Lo?c [Tetrahedron Letters,2016,vol. 57,# 22,p. 2367 - 2371] Location in patent:supporting information
