HW08Key - absolute stereochemistry of the molecule clearly...

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Bocknack CH 310M/318M Fall 2009 Graded Homework Problem #08 – Answer Key Deadline : 3:00 p.m., Monday, 10/5/09 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 artemisinin, which is a naturally occurring compound that can be isolated from the plant Artemisia annua . Artemisinin is used in combination with other drugs for the treatment of multi-drug resistant strains of malaria. The line-angle structure given below is drawn in a manner which shows the
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Unformatted text preview: absolute stereochemistry of the molecule clearly and unambiguously. Please look at this line-angle structure, and determine the total number of chiral centers present in artemisinin. 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 O H O O H Artemisinin 7 ( R ) ( R ) ( S ) ( S ) 3 2 1 4 1 3 2 4 3 2 1 4 2 1 4 3...
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This note was uploaded on 11/08/2009 for the course CH 318M taught by Professor Bocknack during the Spring '08 term at University of Texas at Austin.

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