Lemborexant(1)is an orexin receptor antagonist drug used for the treatment of insomnia.The chemical structure of this drug is relatively complex,with two chiral centers and a cyclopropane structure,which creates certain difficulties for chemical synthesis.This review analyzes and summarizes the synthesis routes of 1 from the perspective of how to construct chiral cyclopropane,using 3-fluorophenylacetonitrile(5),2-bromo-5-fluorophenylacetic acid(20),allyl 2-(3-fluorophenyl)acetate(23)or methyl 3-fluorophenyl acetate(30)as the starting materials,with corresponding mechanism analysis in the key part and a brief overview of each route.