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Concept explainers
(a)
Interpretation: Two stereogenic centers in the given compound are to be labeled and all possible stereoisomers are to be drawn.
Concept introduction: A compound exhibits large number of stereoisomers when it contains more than one stereogenic centers. The maximum number of stereoisomers a compound with
(b)
Interpretation: Two stereogenic centers of given compound are to be labeled and all possible stereoisomers are to be drawn.
Concept introduction: A compound exhibits number of stereoisomers when it contains more than one stereogenic centers. The maximum number of stereoisomers a compound with
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Chapter 5 Solutions
EBK ORGANIC CHEMISTRY
- Problem 5.22 Draw all the possible stereoisomers for each compound, and label pairs of enantiomers hen and diastereomers. Ust a. OH fevidas OH b. CIto snelg e vil OHarrow_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_forwardcaptopril 5.70 Trabectedin, shown in a ball-and-stick model on the cover of this text, is an anticancer drug sold under the trade name Yondelis. at is a. Locate the stereogenic centers in trabectedin. b.What is the maximum number of stereoisomers possible for trabectedin? c. Draw the enantiomer. d. Draw a diastereomer. e. If the specific rotation of trabectedin is +41.5, what is the [a] of a solution that contains 75% trabectedin and 25% of its enantiomer? f. What is the ee of a solution with [a] = +10.5? %3Darrow_forward
- Answer the following questions about compounds A–D.a.How are the compounds in each pair related? Choose from constitutional isomers, stereoisomers, or identical molecules: A and B; A and C; B and D. b.Label each compound as a cis or trans isomer. c.Draw B as a hexagon with wedges and dashed wedges to show the stereochemistry of substituents. d.Draw a stereoisomer of A as a hexagon using wedges and dashed wedges to show the orientation of substituents.arrow_forwardThuggacin C is a natural product with excellent biological activity. How many chirality centers does Thuggacin C have? a. 6 b. 7 c. 8 d. 9arrow_forwardLabel the stereogenic centers in each molecule. OH Но a. b. dobutamine (heart stimulant used in stress tests to measure cardiac fitness)arrow_forward
- 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?arrow_forwardPage 203 Problem 5.29 Draw all possible stereoisomers for each compound. Label pairs of enantiomers and diastereomers. a. b. но c.arrow_forwardProblem 5.16 Label each stereogenic center as R or S. Br b. ge, HO н он ca C. t d. OHe o lobonot b d or HOP "OH f. HO Harrow_forward
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