TITLE:
Synthesis, Resolution and Absolute Configuration of 2,3-Dihydro-2-Tert-Butyl-3-N-Benzylquinazolin-4-One: A Possible Chiral Auxiliary for Synthesis of β-Amino Cyclohexancarboxylic Acid
AUTHORS:
Fanny A. Cabrera-Rivera, Jaime Escalante
KEYWORDS:
Chiral Auxiliary; 2-Tert-Butyl-Quinazolin-4-One
JOURNAL NAME:
International Journal of Organic Chemistry,
Vol.4 No.1,
March
17,
2014
ABSTRACT: 3-Benzyl-2-(tert-butyl)-2,3-dihydroquinazolin-4(1H)-one rac-11 was resolved via the preparation of diastereomers with N-phthalyl-L-alanine chloride and its absolute configuration was determined by X-ray crystallographic analysis. This heterocycle has potential as a substrate chiral in asymmetric induction due to the steric effects of its tert-butyl group.