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HW08Key - Look at the structure of Spironolactone and...

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Graded Homework Problem #08 – Answer Key Deadline : 3:00 p.m., Thursday, 2/28/08 LATE WORK WILL NOT BE ACCEPTED OR GRADED!!! This problem is worth a total of 20 raw points. Each box is worth 4 points. The molecule shown below is Spironolactone, which is a potassium-sparing diuretic that is used in the treatment of edema, cirrhosis of the liver, and hypokalemia (low concentration of potassium in the blood). Sales of this generic medication reached $147.0 million during 2006. In the line-angle structure given below, wedges and dashed wedges are used to indicate absolute stereochemistry.
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Unformatted text preview: Look at the structure of Spironolactone, and determine the total number of chiral centers present in this molecule. Write your answer in the appropriate box. Several (but not all) of these chiral centers are marked with arrows. In the box associated with each arrow, indicate the stereochemical configuration of the chiral center as ( R ) or ( S ) . Total number of chiral centers present = O O H 3 C H H 3 C S H H O O * * * * * * * Spironolactone 7 1 2 4 3 ( R ) 2 3 1 4 ( R ) 2 1 3 4 ( S ) 2 4 3 1 = 2 1 4 3 ( R )...
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