Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 5.6, Problem 17P
Interpretation Introduction
Interpretation: The enantiomers of Plavix are to be drawn and the enantiomer of Plavix with the S configuration is to be identified.
Concept introduction: The stereochemistry of the compound is determined by prioritizing the groups attached to its stereogenic center. The groups are prioritized on the basis of
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Draw both enantiomers of clopidogrel (trade name Plavix), a drug given to prevent the formation of blood clots in persons who have a history of stroke or coronary artery disease. Plavix is sold as a single enantiomer with the S conguration. Which enantiomer is Plavix?
Classify each compound as identical to A or its enantiomer.
Saquinavir (trade name Invirase) is a protease inhibitor, used to treat HIV (human immunodeficiency virus).
a.Locate all stereogenic centers in saquinavir, and label each stereogenic center as R or S.
b.Draw the enantiomer of saquinavir.
c.Draw a diastereomer of saquinavir.
d.Draw a constitutional isomer that contains at least one different functional group.
Chapter 5 Solutions
Organic Chemistry (6th Edition)
Ch. 5.1 - Prob. 1PCh. 5.2 - Prob. 2PCh. 5.3 - Draw the mirror image of each compound. Label each...Ch. 5.3 - Prob. 4PCh. 5.3 - A molecule is achiral if it has a plane of...Ch. 5.6 - Prob. 17PCh. 5.6 - Prob. 18PCh. 5.7 - Prob. 19PCh. 5.7 - Prob. 20PCh. 5.7 - Problem 5.18 Compounds E and F are two isomers of...
Ch. 5.8 - Prob. 22PCh. 5.8 - Prob. 23PCh. 5.8 - Prob. 24PCh. 5.9 - Prob. 25PCh. 5.9 - Prob. 26PCh. 5.9 - Prob. 27PCh. 5.10 - Which of the following cyclic molecules are meso...Ch. 5.10 - Prob. 29PCh. 5.11 - Prob. 30PCh. 5.12 - Problem 5.28 The amino acid has the physical...Ch. 5.12 - Prob. 32PCh. 5.12 - Prob. 33PCh. 5.12 - Prob. 34PCh. 5.12 - Prob. 35PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Prob. 41PCh. 5 - Prob. 42PCh. 5 - 5.40 Determine if each compound is identical to or...Ch. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Prob. 48PCh. 5 - Prob. 52PCh. 5 - Prob. 56PCh. 5 - Prob. 61PCh. 5 - Prob. 67PCh. 5 - Prob. 68PCh. 5 - Prob. 69PCh. 5 -
5.67 Artemisinin and mefloquine are widely used...Ch. 5 - 5.68 Saquinavir (trade name Invirase) is a...Ch. 5 - Prob. 72P
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- Like carvone, the two enantiomers of celery ketone smell differently. The R enantiomer smells like celery leaves, whereas the S enantiomer smells like licorice. Draw each enantiomer and assign its odor.arrow_forwardCitalopram is an antidepressant pharmaceutical that is sold as a racemic mixture. However, it is known that the (S) enantiomer is 30x more biologically active than the (R) enantiomer. Draw the (S) configuration.arrow_forwardLike carvone, the two enantiomers of celery ketone smell different. The R enantiomer smells like celery leaves, whereas the S enantiomer smells like licorice. Draw each enantiomer and assign its odor.arrow_forward
- Draw both enantiomers for each biologically active compound.arrow_forwardConsider the ball-and-stick models A–D. How is each pair of compounds related: (a) A and B; (b) A and C; (c) A and D; (d) C and D? Choose from identical molecules, enantiomers, or diastereomers.arrow_forwardConsider the ball-and-stick model of D, and label E and F as either identical to D or an enantiomer of Darrow_forward
- Captopril is a drug used to treat high blood pressure and congestiveheart failure.Draw the enantiomer of captoprilarrow_forwardHow is each compound (B–D) related to A? Choose from enantiomers, diastereomers, identical molecules, constitutional isomers, or not isomers of each other.arrow_forwardConsider the ball-and-stick model of A, and label B and C as either identical to A or an enantiomer of A.arrow_forward
- Locate the stereogenic center in each compound and draw both enantiomers.arrow_forwardDraw both enantiomers for the attached biologically active compound.arrow_forwardExemestane (trade name Aromasin) is a drug used to treat breast cancer. Locate the stereogenic centers in exemestane and draw the enantiomer.arrow_forward
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