Divergent asymmetric synthesis of hexahydrobenzophenanthridine dopamine D1 agonists, A-86929, and dihydrexidine

Published in: Journal, Volume : 24, Issue : 5-6, Pages : 278-284

DOI : 10.1016/j.tetasy.2013.02.003

Author : Malhotra, Rajesh; Chakrabarti, Sagar; Ghosh, Amit; Ghosh, Rajib; Dey, Tushar K.; Dutta, Swarup; Dutta, Shantanu; Roy, Subho; Basu, Sourav; Hajra, Saumen

Abstract : A divergent and scalable asym. synthesis of the dopamine D1 agonists, A-86929, and dihydrexidine with high diastereo- and enantioselectivity was accomplished from Weinreb amide 8 derived from inexpensive and easily available L-serine. The synthesis of A-86929 involves only one chromatog. purification