|Publication Type||Journal Article|
|Year of Publication||2021|
|Authors||Chamberlain, BT, Vincent, M, Nafie, J, Müller, P, Greka, A, Wagner, FF|
|Journal||J Org Chem|
|Date Published||2021 Mar 05|
The development of a multigram synthesis of 3--isopropylbicyclo[2.2.1]heptan-2--amine hydrochloride () (also known as BRD4780 and AGN-192403) is described. The process involves protection of the amine as 4-nitrobenzyl carbamate, pNZ, which enables chiral SFC chromatography. The absolute configuration (AC) of the individual enantiomers has been determined by Mosher's amide method, VCD spectroscopy, and X-ray crystallography. We highlight the VCD approach as a rapid and effective means of AC determination that can be deployed directly on the target compounds.
|Alternate Journal||J Org Chem|