Q1: The shrub ma huang contains two biologically active stereoisomers ephedrine and pseudoephedrine-with two stereogenic centers as shown in the given structure. Ephedrine is one component of a once popular combination drug used by body builders to increase energy and alertness, while pseudoephedrine is a nasal decongestant. a. Draw the structure of naturally occurring (-)-ephedrine, which has the 1R,25 configuration. b. Draw the structure of naturally occurring (+)- pseudoephedrine, which has the 15,25 configuration. c. How are ephedrine and pseudoephedrine related? , d. Draw all other stereoisomers of (-)-ephedrine and (+)-pseudoephedrine and give the R,S designation for all stereogenic centers. OH Ephedrine 1S 2.5

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Q1: The shrub ma huang contains two biologically active stereoisomers ephedrine
and pseudoephedrine-with two stereogenic centers as shown in the given
structure. Ephedrine is one component of a once popular combination drug used
by body builders to increase energy and alertness, while pseudoephedrine is a
nasal decongestant.
a. Draw the structure of naturally occurring (-)-ephedrine,
which has the 1R, 25 configuration.
b. Draw the structure of naturally occurring (+)-
pseudoephedrine, which has the 15,25 configuration.
c. How are ephedrine and pseudoephedrine related? N,
d. Draw all other stereoisomers of (-)-ephedrine and
(+)-pseudoephedrine and give the R,S designation for all
stereogenic centers.
OH
Ephedrine
15 2.5
Transcribed Image Text:Q1: The shrub ma huang contains two biologically active stereoisomers ephedrine and pseudoephedrine-with two stereogenic centers as shown in the given structure. Ephedrine is one component of a once popular combination drug used by body builders to increase energy and alertness, while pseudoephedrine is a nasal decongestant. a. Draw the structure of naturally occurring (-)-ephedrine, which has the 1R, 25 configuration. b. Draw the structure of naturally occurring (+)- pseudoephedrine, which has the 15,25 configuration. c. How are ephedrine and pseudoephedrine related? N, d. Draw all other stereoisomers of (-)-ephedrine and (+)-pseudoephedrine and give the R,S designation for all stereogenic centers. OH Ephedrine 15 2.5
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