Be sure to answer all parts. Oseltamivir, the most effective antiviral drug against avian influenza currently available, can be prepared in 10 steps from shikimic acids. Identify the functional groups in Oseltamivir and shikimic acid. 1 HO,, 5 4 CO2H 10 steps 4 CO2CH,CH3 2 НО OH NH2 3 3

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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**Oseltamivir Synthesis and Functional Groups**

**Overview:**

This activity focuses on identifying the functional groups in two compounds: shikimic acid and oseltamivir, a powerful antiviral drug against avian influenza. Oseltamivir is derived from shikimic acid in 10 steps.

**Structural Diagram:**

- **Shikimic Acid:**
  - Chemical Structure: A cyclic compound with hydroxyl groups and a carboxylic acid group.
  - Functional Groups:
    - Group 1: Hydroxyl (OH) at position 1.
    - Group 2: Hydroxyl (OH) at position 2.
    - Group 3: Hydroxyl (OH) at position 3.
    - Group 4: Carboxylic Acid (CO2H) at position 5.

- **Oseltamivir:**
  - Chemical Structure: A more complex molecule with ester, amine, and ether groups.
  - Functional Groups:
    - Group 1: Ester (CO2CH2CH3) at position 5.
    - Group 2: Amine (NH2) at position 3.
    - Group 3: Ether (O connected to a cyclohexene ring) at position 1.

In the diagram, arrows indicate the transformation from shikimic acid to oseltamivir over 10 steps, emphasizing the chemical changes and synthesis process.

**Instructions:**

For each compound, identify the functional group corresponding to each position number by selecting from the dropdown options provided.

This exercise enhances understanding of functional group identification and organic synthesis pathways, essential skills in organic chemistry and pharmaceutical sciences.
Transcribed Image Text:**Oseltamivir Synthesis and Functional Groups** **Overview:** This activity focuses on identifying the functional groups in two compounds: shikimic acid and oseltamivir, a powerful antiviral drug against avian influenza. Oseltamivir is derived from shikimic acid in 10 steps. **Structural Diagram:** - **Shikimic Acid:** - Chemical Structure: A cyclic compound with hydroxyl groups and a carboxylic acid group. - Functional Groups: - Group 1: Hydroxyl (OH) at position 1. - Group 2: Hydroxyl (OH) at position 2. - Group 3: Hydroxyl (OH) at position 3. - Group 4: Carboxylic Acid (CO2H) at position 5. - **Oseltamivir:** - Chemical Structure: A more complex molecule with ester, amine, and ether groups. - Functional Groups: - Group 1: Ester (CO2CH2CH3) at position 5. - Group 2: Amine (NH2) at position 3. - Group 3: Ether (O connected to a cyclohexene ring) at position 1. In the diagram, arrows indicate the transformation from shikimic acid to oseltamivir over 10 steps, emphasizing the chemical changes and synthesis process. **Instructions:** For each compound, identify the functional group corresponding to each position number by selecting from the dropdown options provided. This exercise enhances understanding of functional group identification and organic synthesis pathways, essential skills in organic chemistry and pharmaceutical sciences.
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