C357_PPS_10_Solutions_2007

C357_PPS_10_Solutions_2007 - C357 PPS#10 Stereochemistry...

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C357 PPS#10 Stereochemistry Page 1 of 9 1) For each of the following atoms indicated by an arrow, label each as R or S if they are stereocenters and write your designation on the line next to the arrow. If they are not stereocenters, write “N” on the line. HS H H 3 C Br OH H A) B) H Cl H 3 CH 2 CH 2 C C) HO H H OH HO H O H O H D) C C O O HS O O OH Cl E) Cl Cl H F) H Br H Cl S R N N S S S S R R S S
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P a g e 2 o f 9 2) Look at Compound Z below. Below it are other compounds that may or may not bear some relationship to Compound Z. On the line below each of the compounds, write the most specific term to describe their relationship (i.e. Structural Isomer, Diastereomer, Enantiomer, Same Compound, Meso, Different, etc.). OH CHO OH H OH H OH H OH H CH 2 OH O H HO HO HO HO H H H H Compound Z CHO H HO OH H OH H OH H CH 2 OH CHO OH H H HO OH H OH H CH 2 OH CHO OH H H HO H HO OH H CH 2 OH CHO H HO H HO OH H OH H CH 2 OH CHO H HO OH H H HO OH H CH 2 OH Diastereomer Diastereomer Diastereomer Diastereomer Diastereomer Same
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P a g e 3 o f 9 3) Taxol, shown below, is a powerful drug in the treatment of certain cancers that was originally isolated from the Pacific Yew tree. It has a number of stereocenters in it. Next
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This note was uploaded on 09/28/2008 for the course CHEM 3570 taught by Professor Ganem, b during the Fall '06 term at Cornell.

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C357_PPS_10_Solutions_2007 - C357 PPS#10 Stereochemistry...

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