Following is a retrosynthetic analysis for propoxyphene,
Chapter 23, Problem 23.57(choose chapter or problem)
Following is a retrosynthetic analysis for propoxyphene, the hydrochloride salt of which is Darvon. The naphthalenesulfonic acid salt of propoxyphene is Darvon-N. The confi guration of the carbon in Darvon bearing the hydroxyl group is S, and the confi guration of the other stereocenter is R. Its enantiomer has no analgesic properties, but it is used as a cough suppressant. Propoxyphene 1- Phenyl-1-propanone (Propiophenone) O N Me Me Me Me Me Me Ph Ph O O OH N Ph Ph N Ph Ph O Ph O 1 2 3 4 (a) Propose a synthesis for propoxyphene from 1-phenyl-1-propanone and any other necessary reagents. (b) Is propoxyphene chiral? If so, which of the possible stereoisomers are formed in this synthesis?
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