ZHN" [1] O3, then (CH3)2S RSO3H [2] NABH4, CH3OH several steps н Ph н CH30 darunavir

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter24: Amines And Heterocycles
Section24.SE: Something Extra
Problem 40MP
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Identify R and S in the following reaction sequence, and draw a mechanism for the conversion of R to S (molecular formula C6H10O3). S was used in the synthesis of darunavir (trade name Prezista), used to treat HIV.

ZHN"
[1] O3, then (CH3)2S
RSO3H
[2] NABH4, CH3OH
several
steps
н
Ph
н
CH30
darunavir
Transcribed Image Text:ZHN" [1] O3, then (CH3)2S RSO3H [2] NABH4, CH3OH several steps н Ph н CH30 darunavir
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