Hitting a Soft Drug with a Hard Nucleophile: Preparation of Esmolol's Metabolite by Treatment with Bis(tributyltin) Oxide

Pd(II)-Catalyzed Intermolecular Arylation of Unactivated C(sp3)–H Bonds with Aryl Bromides Enabled by 8-Aminoquinoline Auxiliary

“…Owing to its good compatibility with the hydroxyl group, the arylation of ethane­carboxa­mide 1b and 4-bromophenol allows easy production of the arylation product 3aa , and then the 8-amino­quinolinyl on the auxiliary can be removed in H 2 SO 4 /MeOH (Scheme ). The resulting methyl ester 7 can undergo the cross-coupling and ring-opening processes, giving rise to the cardioselective β-blocker drug molecule Esmolol 9 …”

Reductive Aldol‐type Reactions in the Synthesis of Pharmaceuticals

“…One more similar synthetic scheme was simultaneously reported by Zhang and co-workers. [94] The starting material for the synthesis of esmolol 2.7 is 3-(4hydroxyphenyl) propanoic acid 2.7.a or the corresponding methyl ester 2.7.b. The compound 2.7.a can be obtained from 4-hydroxybenzaldehyde by the aldol reaction followed by the reduction of CÀ C double bond.…”