Simvastatin (trade name: ZocorTM) is a pharmaceutical used to treat elevated blood lipids (i.e. high cholesterol). It contains 7 chirality centers (which allows for 128 different stereoisomers!) Determine the configuration of each chirality center. H H HO,, H H H O H H H H O H O HE H

Simvastatin (trade name: ZocorTM) is a pharmaceutical used to treat elevated blood lipids (i.e. high cholesterol). It contains 7 chirality centers (which allows for 128 different stereoisomers!) Determine the configuration of each chirality center. H H HO,, H H H O H H H H O H O HE H

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter5: Stereochemistry At Tetrahedral Centers

Section5.SE: Something Extra

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Question

Simvastatin (trade name: ZocorTM) is a pharmaceutical used to treat elevated blood lipids (i.e. high
cholesterol). It contains 7 chirality centers (which allows for 128 different stereoisomers!) Determine the
configuration of each chirality center.
H H
HO
H
H
H
H
H
H
H
H
H
O
H
H

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Step 1: Configuration of chiral centers

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Step 2: The configuration of chiral carbons in the given molecule

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Step 3: The configuration of chiral carbons in the given molecule

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Step 4: The configuration of chiral carbons in the given molecule

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