Here is hydrocortisone. I have identified a definite chiral carbon (see the *). If hydrocortisone has an absolute configuration of (R) at the indicated chiral carbon, which group should be the wedge and which group should be the dash? Note: there are four groups labeled with a-d. These are the groups that require prioritization around the chiral carbon. Your job is to figure out the priority of each group (1-4), and put your choice in the associated box below. Then, decide whether group c should be a wedge or a dash and if group d should be a wedge or a dash so that the final configuration at that carbon is (R). OH OH HO. b Boh

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter12: Chirality
Section: Chapter Questions
Problem 15E
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Here is hydrocortisone. I have identified a definite chiral carbon (see the *). If hydrocortisone has an absolute configuration of
(R) at the indicated chiral carbon, which group should be the wedge and which group should be the dash? Note: there are four
groups labeled with a-d. These are the groups that require prioritization around the chiral carbon. Your job is to figure out the
priority of each group (1-4), and put your choice in the associated box below. Then, decide whether group c should be a wedge
or a dash and if group d should be a wedge or a dash so that the final configuration at that carbon is (R).
O
OH
OH
НО.
a
b
O
a. Prioritization of the groups (enter the number of the group's priority: 1, 2, 3, or 4):
Priority of group a:
Priority of group b:
Priority of group c:
Priority of group d:
b. Determine if the group is a wedge or a dash so that the absolute configuration is (R) (enter either wedge or dash):
Group c:
Group d:
d
Transcribed Image Text:Here is hydrocortisone. I have identified a definite chiral carbon (see the *). If hydrocortisone has an absolute configuration of (R) at the indicated chiral carbon, which group should be the wedge and which group should be the dash? Note: there are four groups labeled with a-d. These are the groups that require prioritization around the chiral carbon. Your job is to figure out the priority of each group (1-4), and put your choice in the associated box below. Then, decide whether group c should be a wedge or a dash and if group d should be a wedge or a dash so that the final configuration at that carbon is (R). O OH OH НО. a b O a. Prioritization of the groups (enter the number of the group's priority: 1, 2, 3, or 4): Priority of group a: Priority of group b: Priority of group c: Priority of group d: b. Determine if the group is a wedge or a dash so that the absolute configuration is (R) (enter either wedge or dash): Group c: Group d: d
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