preckine For the following compounds a) show the stereogenic centre(s) by labeling them with a star (*) b) determine the priorities of the substituents on each stereogenic centre. For compounds with more than one centre, make sure you clearly indicate which priorities refer to which centre. (re-drawing the structure helps) c) Determine the configuration of each stereocentre NH2 .S. Сно (i) (ii) Br

preckine For the following compounds a) show the stereogenic centre(s) by labeling them with a star (*) b) determine the priorities of the substituents on each stereogenic centre. For compounds with more than one centre, make sure you clearly indicate which priorities refer to which centre. (re-drawing the structure helps) c) Determine the configuration of each stereocentre NH2 .S. Сно (i) (ii) Br

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter6: Alkanes & Alkenes

Section: Chapter Questions

Problem 21E

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For the following compounds a) show the stereogenic centre(s) by labeling them with a star (*) b) determine the priorities of the substituents on each stereogenic centre. For compounds with more than one centre, make sure you clearly indicate which priorities refer to which centre. (re-drawing the structure helps) c) Determine the configuration of each stereocentre HN (i) (ii) NC,,, OH OH OH ZI NH
3. Assign R or S configuration to the chirality centers of the following molecules; Cl CH3 CH3 а) b) HO C СООН СООН H;C H CH,CH3 H Br ОН CH,CH3 VIl. H ОН e) f) d) Cl H H OCH3 Br H. Br ...|| h) СООН HOCH, H3C CH3
8. Two structures of Lipitor (a drug used to lower cholesterol) are shown below. (a) Determine the absolute configuration of each indicated stereocenter. Fill in the correct circle. (b) Determine if the two structures are the same compound or stereoisomers. Fill in the correct circle. (a) НО. Carbon a HO O OH Carbon a: OR OS Carbon b H N Carbon b: R OS of H Carbon c: OR OS OH OH Carbon c F Carbon d: R OS OH Carbon d (b) The two structures are: O the same compound O stereoisomers
Pracice o B 13 For the following compounds a) show the stereogenic centre(s) by labeling them with a star (*) b) determine the priorities of the substituents on each stereogenic centre. For compounds with more than one centre, make sure you clearly indicate which priorities refer to which centre. (re-drawing the structure helps) c) determine the configuration of each stereocentre H CH3 CO2H (i) Br (ii) HO, CI OH
Pracice o B 13 For the following compounds a) show the stereogenic centre(s) by labeling them with a star (*) b) determine the priorities of the substituents on each stereogenic centre. For compounds with more than one centre, make sure you clearly indicate which priorities refer to which centre. (re-drawing the structure helps) c) determine the configuration of each stereocentre H CH3 Co,H (i) Br (ii) HO, CI OH
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A sulfonium ion (R3S+) is a stereogenic center if three different alkyl groups are bonded to sulfur because sulfur is surrounded by four different groups, including its lone pair. In assigning an R or S) is a stereogenic center if three different alkyl groups are bonded to sulfur because sulfur is surrounded by four different groups, including its lone pair. In assigning an designation to sulfur, the lone pair is always assigned the lowest priority (4). SAM, S -adenosylmethionine, is a biologically active sulfonium ion that we will learn about in Section 7.16. Locate all the stereogenic centers in SAM, and assign an R,S designation to each center.