Draw the missing organic structures in the following multistep synthesis. Ignore any inorganic byproducts formed. H&N, (BOC) 20 (CH3CH2)3 N 0 Select to Draw a + H&N, Q

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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The image shows a flow diagram related to chemical drawing or synthesis.

1. **Boxes for Drawing:** 
   - There are two dashed boxes labeled “Select to Draw.” These likely serve as placeholders for users to input or draw chemical structures.

2. **Chemical Structure:**
   - A chemical structure is located to the right of the first drawing box. It represents a compound with an amine group (H₃N) bound to a carbonyl group (C=O) and a phenyl group (benzene ring). This suggests a possible amino acid derivative.

3. **Arrows and Labels:**
   - A horizontal line connects the first “Select to Draw” box and the chemical structure with a plus sign in the middle, indicating an addition step.
   - A vertical line labeled "DCC" follows from this line, pointing downward to the second “Select to Draw” box. "DCC" likely stands for dicyclohexylcarbodiimide, a reagent often used in peptide synthesis.

This diagram might be part of a tool for simulating or performing chemical reactions, focusing on organic synthesis involving coupling reagents.
Transcribed Image Text:The image shows a flow diagram related to chemical drawing or synthesis. 1. **Boxes for Drawing:** - There are two dashed boxes labeled “Select to Draw.” These likely serve as placeholders for users to input or draw chemical structures. 2. **Chemical Structure:** - A chemical structure is located to the right of the first drawing box. It represents a compound with an amine group (H₃N) bound to a carbonyl group (C=O) and a phenyl group (benzene ring). This suggests a possible amino acid derivative. 3. **Arrows and Labels:** - A horizontal line connects the first “Select to Draw” box and the chemical structure with a plus sign in the middle, indicating an addition step. - A vertical line labeled "DCC" follows from this line, pointing downward to the second “Select to Draw” box. "DCC" likely stands for dicyclohexylcarbodiimide, a reagent often used in peptide synthesis. This diagram might be part of a tool for simulating or performing chemical reactions, focusing on organic synthesis involving coupling reagents.
**Multistep Synthesis of Organic Structures**

In this exercise, you are asked to draw the missing organic structures in the following multistep synthesis. Any inorganic byproducts formed should be ignored.

**Initial and Final Compounds:**
- The starting compound is displayed on the left side. It includes an amino acid derivative with the following structural features:
  - An amino group (NH₂)
  - A carboxylic acid group (COOH) bonded to a carbon atom with an additional side chain.
  - The specific configuration shown is related to valine (an isopropyl group as the R-side chain).

- The final product on the right side is similar but includes a benzyl group. It likely involves a structural modification or protection reaction.

**Reagents:**
- The reagents involved in the reaction are:
  - Di-tert-butyl dicarbonate ((BOC)₂O)
  - Triethylamine ((CH₃CH₂)₃N)

**Reaction Pathway:**
- The first box labeled "Select to Draw" is where the intermediate structure should be drawn. The displayed reagents suggest a protection reaction, such as the BOC (tert-butoxycarbonyl) protection of the amino group.
  
The transformation involves:
1. The amino group of the starting compound reacting with di-tert-butyl dicarbonate in the presence of triethylamine. This reaction typically forms a BOC-protected amino acid.

**Conclusion:**
- The goal is to fill in the missing intermediate structure that results from the reaction, which will help in visualizing the synthesis process leading to the final compound featuring a benzyl group.
Transcribed Image Text:**Multistep Synthesis of Organic Structures** In this exercise, you are asked to draw the missing organic structures in the following multistep synthesis. Any inorganic byproducts formed should be ignored. **Initial and Final Compounds:** - The starting compound is displayed on the left side. It includes an amino acid derivative with the following structural features: - An amino group (NH₂) - A carboxylic acid group (COOH) bonded to a carbon atom with an additional side chain. - The specific configuration shown is related to valine (an isopropyl group as the R-side chain). - The final product on the right side is similar but includes a benzyl group. It likely involves a structural modification or protection reaction. **Reagents:** - The reagents involved in the reaction are: - Di-tert-butyl dicarbonate ((BOC)₂O) - Triethylamine ((CH₃CH₂)₃N) **Reaction Pathway:** - The first box labeled "Select to Draw" is where the intermediate structure should be drawn. The displayed reagents suggest a protection reaction, such as the BOC (tert-butoxycarbonyl) protection of the amino group. The transformation involves: 1. The amino group of the starting compound reacting with di-tert-butyl dicarbonate in the presence of triethylamine. This reaction typically forms a BOC-protected amino acid. **Conclusion:** - The goal is to fill in the missing intermediate structure that results from the reaction, which will help in visualizing the synthesis process leading to the final compound featuring a benzyl group.
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