please help with this organic chem question, stereochemistry. question is attached. thank you 6. The structure below represents one stereoisomer of an antifungal agent. (11 pts)a) Assign R or S configurations to each stereocenter.b) It is known that the specific rotation of this particular stereoisomer is +34°. What is thespecific rotation of its enantiomer? Draw the structure of its enantiomer.c) A mixture of the two enantiomers of the structure shown was found to have a specific rotationof +10.2°. What is the percent composition of the two enantiomers within this mixture?баBrCH3

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Answered: 6. The structure below represents one…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter5: Stereochemistry At Tetrahedral Centers

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Problem 54AP

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5. Give the stereochemical relationship between each pair of isomers. Examples are same compound (meso), constitutional isomers, enantiomers, and diastereomers. H3C CH3 HO OH lll a. Но OH H Br CH3 b. C/ H3C CI H. ICH3 CH3 с. CH3 H. CH3 d. Но. H3C OH CH2OH Ho CH2OH Br e. Br H3C f. H CH3 H3C CH3
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Ephedra is a medicinal preparation from the plant Ephedra Sinica. From the natural extract, a bronchial dilator named ephedrine can be isolated. The structure of ephedrine is: CH3 CH-CH-NH-CH3 OH a. How many stereoisomers does ephedrine have? b. Draw and name all the stereoisomers c. Research to identify which of the enantiomers has medicinal effects.
Given the following structure and numbering: (a) Label the stereocenters of A as R or S and draw a Fischer Projection of the enantiomer of A with C1on top and C4 on bottom. (b) Draw a Newman Projection of a diastereomer of A looking down the C2-C3 bond with C2 in front.
C.9.
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%
8. Identify the stereochemical relationship between the structural pairs shown below as (A) identical structures that are not meso; (B) identical structures that ARE meso; (C) structures that are enantiomers; or (D) structures that are diastereomers. a) b) H3C c) CH3 Br H. CH3 Br Br CH3 H. CI Holl H Cill Cl- CH3 Br H. CI CH3 HO. H. H3C Cl H3C- H- H. CH3 Cl a) b) c) 9. Identify the stereochemical relationship between the structural pairs shown below as (A) identical structures that are not meso; (B) identical structures that ARE meso; (C) structures that are enantiomers; or (D) structures that are diastereomers. a) b) c) CH2CH3 NH2 HO CH3 H3C. CH3 Cl HO H;C CH2CH3 F. F H;C. CI H H,N -CH3 CH3 NH2 H3C Br H2N C1 H3C CH3 CH3 H;CH,C- Cl F H. H Br CH,CH3 CH3 a) b) c)
Determine the configuration of each stereogenic center in the compound below, highlight the carbon in red if the configuration is R and in blue, if the configuration is S.
Each of the following molecules has one stereocenter. Identify the stereocenter in each and draw stereorepresentations of the enantiomers of each.
Ans.
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.
2. The following molecule is one enantiomer of methylenedioxymethamphetamine (MDMA). 2a. Circle all of the stereocenters in MDMA 2b. Assign the absolute stereochemistry (R or S) for each stereocenter .CH3 HN H H *CH3

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