For centuries, Chinese herbal medicine has used extracts of Ephedra sinica to treat asthma. Ephedra as an"herbal supplement" has been implicated in the deaths of several athletes and has recently been banned as a dietary supplement. Phytochemical investigation of this plant resulted in isolation of ephedrine, a very potent dilator of the air passages of the lungs. Ephedrine also has profound effects on the cardiovascular system. The natu- rally occurring stereoisomer is levorotatory and has the following structure. Assign an Ror S configuration to each chiral center. H NHCH3 Ephedra sinica, the source of ephedrine, a potent bronchodilator. HO H CH3 Ephedrine [a -41

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
Chapter3: Stereoisomerism And Chirality
Section: Chapter Questions
Problem 3.23P
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For centuries, Chinese herbal medicine has used extracts of Ephedra sinica to treat asthma.
Ephedra as an"herbal supplement" has been implicated in the deaths of several athletes
and has recently been banned as a dietary supplement. Phytochemical investigation of
this plant resulted in isolation of ephedrine, a very potent dilator of the air passages of
the lungs. Ephedrine also has profound effects on the cardiovascular system. The natu-
rally occurring stereoisomer is levorotatory and has the following structure. Assign an
Ror S configuration to each chiral center.
H
NHCH3
Ephedra sinica, the source
of ephedrine, a potent
bronchodilator.
HO
H
CH3
Ephedrine [a -41
Transcribed Image Text:For centuries, Chinese herbal medicine has used extracts of Ephedra sinica to treat asthma. Ephedra as an"herbal supplement" has been implicated in the deaths of several athletes and has recently been banned as a dietary supplement. Phytochemical investigation of this plant resulted in isolation of ephedrine, a very potent dilator of the air passages of the lungs. Ephedrine also has profound effects on the cardiovascular system. The natu- rally occurring stereoisomer is levorotatory and has the following structure. Assign an Ror S configuration to each chiral center. H NHCH3 Ephedra sinica, the source of ephedrine, a potent bronchodilator. HO H CH3 Ephedrine [a -41
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