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

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Concept explainers

Vitamins and Coenzymes

A class of organic compounds needed in the human body for normal activities is known as vitamins. They are characterized into two parts depending upon their solubility in water. They can act as coenzymes, cofactors, or prosthetic groups for enzymes.

Question

Propose a mechanism for the conversion of F to 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

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