Following is a synthesis for toremifene, a nonsteroidal estrogen antagonist whose struc- ture is closely related to that of tamoxifen. 1. THP-O -Br, Mg 1. E:ONA 2. BICH,CH,OBn 2. H,O, HCI BnO A B 0-THP 0-THP HO Ho+ ОН OH BnO НО C D Cl. NMeg HCI F Toremifene
Following is a synthesis for toremifene, a nonsteroidal estrogen antagonist whose struc- ture is closely related to that of tamoxifen. 1. THP-O -Br, Mg 1. E:ONA 2. BICH,CH,OBn 2. H,O, HCI BnO A B 0-THP 0-THP HO Ho+ ОН OH BnO НО C D Cl. NMeg HCI F Toremifene
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
Chapter19: Enolate Anions And Enamines
Section: Chapter Questions
Problem 19.68P
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Propose a mechanism for the conversion of F to toremifene
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