Following is the structural formula of the antihypertensive drug labetalol, a non- specific B-adrenergic blocker with vasodilating activity. Members of this class have received enormous clinical attention because of their effectiveness in treating hypertension (high blood pressure), migraine headaches, glaucoma, ischemic heart disease, and certain cardiac arrhythmias. This retrosynthetic analysis involves dis- connects to the a-haloketone (B) and the amine (C). Each is in turn derived from a simpler, readily available precursor. OH H N. Ph Ph H,N N. H,N НО НО Labetalol (A) CI + H,N. Ph > Ph H,N НО (В) (C) (D) EtO,C H,N Ph НО (E) (F) НО НО PhCH,CI Salicylic acid Benzyl chloride

Following is the structural formula of the antihypertensive drug labetalol, a non- specific B-adrenergic blocker with vasodilating activity. Members of this class have received enormous clinical attention because of their effectiveness in treating hypertension (high blood pressure), migraine headaches, glaucoma, ischemic heart disease, and certain cardiac arrhythmias. This retrosynthetic analysis involves dis- connects to the a-haloketone (B) and the amine (C). Each is in turn derived from a simpler, readily available precursor. OH H N. Ph Ph H,N N. H,N НО НО Labetalol (A) CI + H,N. Ph > Ph H,N НО (В) (C) (D) EtO,C H,N Ph НО (E) (F) НО НО PhCH,CI Salicylic acid Benzyl chloride

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter22: Reactions Of Benzene And Its Derivatives

Section: Chapter Questions

Problem 22.57P

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