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 configuration. Which enantiomer is Plavix?
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?
Saquinavir (trade name Invirase) belongs to a class of drugs called protease inhibitors, which are used to treat HIV (human
immunodeficiency virus).
OH
CONH2 O
saquinavir
Trade name: Invirase
NH
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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- If a mixture has an ee of 90%, what is the percentage of each enantiomer? Multiple Choice 80% : 20% 55% : 45% 95% : 5% 65% : 35%arrow_forwardLocating Stereogenic Centers Locate the stereogenic centers in each drug. Albuterol is a bronchodilator— that is, it widens airways—so it is used to treat asthma. Chloramphenicol is an antibiotic used extensively in developing countries because of its low cost.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
- Classify each compound as identical to A or its enantiomer.arrow_forwardLocate the stereogenic centers in each drug. Albuterol is a bronchodilator—that is, it widens airways—so it is used to treat asthma. Chloramphenicol isan antibiotic used extensively in developing countries because of its lowcost.arrow_forwardSaquinavir (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.arrow_forward
- Draw both enantiomers for each biologically active compound.arrow_forwardConsider the ball-and-stick model of D, and label E and F as either identical to D or an enantiomer of Darrow_forwardDraw the structure for a compound with molecular formula C2H2I2F2 a. that is optically inactive because it does not have an asymmetric center. b. that is optically inactive because it is a meso compound. c. that is optically active.arrow_forward
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