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 - International Journal of Organic Chemistry

IJOC > Vol.4 No.1, March 2014

International Journal of Organic Chemistry

Volume 4, Issue 1 (March 2014)

ISSN Print: 2161-4687 ISSN Online: 2161-4695

Google-based Impact Factor: 1.15 Citations

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 ()

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DOI: 10.4236/ijoc.2014.41007 5,602 Downloads 8,247 Views Citations

Author(s)

Fanny A. Cabrera-Rivera, Jaime Escalante

Affiliation(s)

Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Cuernavaca, Mexico.

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.

KEYWORDS

Chiral Auxiliary; 2-Tert-Butyl-Quinazolin-4-One

Share and Cite:

Cabrera-Rivera, F. and Escalante, J. (2014) 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. International Journal of Organic Chemistry, 4, 48-54. doi: 10.4236/ijoc.2014.41007.

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