Abstract:
OBJECTIVE To study the synthetic process of antiobesity drug lorcaserin hydrochloride(
1).
METHODS 1 was synthesized form
N-allyl-
N-2-(4-chlorobenyl)ethyltert-butyl carbamate(
3) in a three-step process via one-step intramolecular Friedel-crafts alkylation and deprotection, chiral resolution with L-(+)-tartaric acid, and the final salification.
RESULTS In overall yield was 24.7% the purity was 99.9%, and excellent enantioselectivity(
ee) >99.8%. The intermediates and target product were confirmed by
1H NMR,
13C NMR and ESI-MS.
CONCLUSION This convenient and economical procedure is remarkably applicable for industry.