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) OH OH O Carbon a jag att HO,,, Carbon c HO O OH Carbon a: OR OS Carbon b Carbon b: OR OS Carbon c: OR S Carbon d: OR S OH Carbon d (b) The two structures are: O the same compound O stereoisomers

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter3: Stereoisomerism And Chirality
Section3.7: Optical Activity—how Chirality Is Detected In The Laboratory
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### Problem 8: Analysis of Lipitor Structures

Two structures of Lipitor, a medication used to lower cholesterol, are depicted. The task consists of two parts:

**(a) Determining Absolute Configuration:**

For each indicated stereocenter, determine the absolute configuration by selecting either R or S for the following:

- **Carbon a:**
  - Options: ⚪ R   ⚪ S

- **Carbon b:**
  - Options: ⚪ R   ⚪ S

- **Carbon c:**
  - Options: ⚪ R   ⚪ S

- **Carbon d:**
  - Options: ⚪ R   ⚪ S

**(b) Structural Comparison:**

Determine if the two structures represent:

- ⚪ The same compound
- ⚪ Stereoisomers

### Explanation:

The diagram shows two complex organic molecules with several aromatic rings and other functional groups. Key carbons (a, b, c, and d) are identified for configuration assessment. Participants must analyze the stereochemical properties based on molecular geometry around these carbons and fill in the correct configurations and structural relationship.
Transcribed Image Text:### Problem 8: Analysis of Lipitor Structures Two structures of Lipitor, a medication used to lower cholesterol, are depicted. The task consists of two parts: **(a) Determining Absolute Configuration:** For each indicated stereocenter, determine the absolute configuration by selecting either R or S for the following: - **Carbon a:** - Options: ⚪ R ⚪ S - **Carbon b:** - Options: ⚪ R ⚪ S - **Carbon c:** - Options: ⚪ R ⚪ S - **Carbon d:** - Options: ⚪ R ⚪ S **(b) Structural Comparison:** Determine if the two structures represent: - ⚪ The same compound - ⚪ Stereoisomers ### Explanation: The diagram shows two complex organic molecules with several aromatic rings and other functional groups. Key carbons (a, b, c, and d) are identified for configuration assessment. Participants must analyze the stereochemical properties based on molecular geometry around these carbons and fill in the correct configurations and structural relationship.
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