The drug sildenafil, sold under the trade name Viagra, is a potent inhibitor of phos- phodiesterase V (PDE V), an enzyme found in high levels in the corpus cavernosum of the penis. Inhibitors of this enzyme enhance vascular smooth muscle relaxation and are used for treatment of male impotence. Following is an outline for a synthesis of sildenafil. H Me Me EtO N„H4 EtO (1) EtO НО (2) (3) (4) Pr Pr Pr Me Me Me Но H,N H,N (6) EtO (7) O,N H,N Pr Pr Pr Me Me Me H, Н. Н. EtO EtO EtO Pr Pr Pr 0=$=0 0=$=0 Sildenafil (Viagra) ČH3

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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Propose a structural formula for the reagent used in Step 9 and show how it can be prepared from methylamine and ethylene oxide

The drug sildenafil, sold under the trade name Viagra, is a potent inhibitor of phos-
phodiesterase V (PDE V), an enzyme found in high levels in the corpus cavernosum of
the penis. Inhibitors of this enzyme enhance vascular smooth muscle relaxation and
are used for treatment of male impotence. Following is an outline for a synthesis of
sildenafil.
H
Me
Me
EtO
N„H4 EtO
(1)
EtO
НО
(2)
(3)
(4)
Pr
Pr
Pr
Me
Me
Me
Но
H,N
H,N
(6)
EtO
(7)
O,N
H,N
Pr
Pr
Pr
Me
Me
Me
H,
Н.
Н.
EtO
EtO
EtO
Pr
Pr
Pr
0=$=0
0=$=0
Sildenafil
(Viagra)
ČH3
Transcribed Image Text:The drug sildenafil, sold under the trade name Viagra, is a potent inhibitor of phos- phodiesterase V (PDE V), an enzyme found in high levels in the corpus cavernosum of the penis. Inhibitors of this enzyme enhance vascular smooth muscle relaxation and are used for treatment of male impotence. Following is an outline for a synthesis of sildenafil. H Me Me EtO N„H4 EtO (1) EtO НО (2) (3) (4) Pr Pr Pr Me Me Me Но H,N H,N (6) EtO (7) O,N H,N Pr Pr Pr Me Me Me H, Н. Н. EtO EtO EtO Pr Pr Pr 0=$=0 0=$=0 Sildenafil (Viagra) ČH3
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