Draw the missing organic structures in the following multistep synthesis. Show all structures at physiological pH (pH = 7.4). Ignore any inorganic byproducts formed. HO H3N, Select to Draw Fmoc-Cl Na2CO3, H₂O piperidine Select to Draw Met-OBn DCC Select to Draw

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**Multistep Organic Synthesis**

**Objective:** Draw the missing organic structures in the following multistep synthesis. Show all structures at physiological pH (pH = 7.4). Ignore any inorganic byproducts formed.

**Reactions and Steps:**

1. **Starting Compound:**
   - Structure: Depicts an aromatic amino acid with an aldehyde group, a carboxylate, and a phenolic hydroxy group.

2. **Step 1:**
   - **Reagents:** Fmoc-Cl, Na₂CO₃, H₂O
   - **Action:** Addition of Fmoc (9-fluorenylmethoxycarbonyl) group occurs through reaction with Fmoc-Cl. Na₂CO₃, H₂O serves to maintain a basic environment where necessary.

3. **Intermediate Structure:**
   - Contains a placeholder (dashed box) where the product after Step 1 needs to be drawn.

4. **Step 2:**
   - **Reagents:** Met-OBn, DCC
   - **Action:** Introduction of a methionine derivative (Met-OBn) as a coupling partner using DCC (dicyclohexylcarbodiimide) as a coupling agent. This typically facilitates the formation of an amide bond.

5. **Intermediate Structure:**
   - Contains a placeholder (dashed box) where the product after Step 2 needs to be drawn.

6. **Step 3:**
   - **Reagent:** Piperidine
   - **Action:** Removal of the Fmoc protecting group using piperidine. Piperidine cleaves Fmoc groups liberating the free amine.

7. **Final Structure:**
   - Contains a placeholder (dashed box) where the final product after Step 3 needs to be drawn.

**Note:** Each step builds upon the previous to create an increasingly complex organic molecule by adding or modifying functional groups while maintaining conditions suitable at physiological pH.
Transcribed Image Text:**Multistep Organic Synthesis** **Objective:** Draw the missing organic structures in the following multistep synthesis. Show all structures at physiological pH (pH = 7.4). Ignore any inorganic byproducts formed. **Reactions and Steps:** 1. **Starting Compound:** - Structure: Depicts an aromatic amino acid with an aldehyde group, a carboxylate, and a phenolic hydroxy group. 2. **Step 1:** - **Reagents:** Fmoc-Cl, Na₂CO₃, H₂O - **Action:** Addition of Fmoc (9-fluorenylmethoxycarbonyl) group occurs through reaction with Fmoc-Cl. Na₂CO₃, H₂O serves to maintain a basic environment where necessary. 3. **Intermediate Structure:** - Contains a placeholder (dashed box) where the product after Step 1 needs to be drawn. 4. **Step 2:** - **Reagents:** Met-OBn, DCC - **Action:** Introduction of a methionine derivative (Met-OBn) as a coupling partner using DCC (dicyclohexylcarbodiimide) as a coupling agent. This typically facilitates the formation of an amide bond. 5. **Intermediate Structure:** - Contains a placeholder (dashed box) where the product after Step 2 needs to be drawn. 6. **Step 3:** - **Reagent:** Piperidine - **Action:** Removal of the Fmoc protecting group using piperidine. Piperidine cleaves Fmoc groups liberating the free amine. 7. **Final Structure:** - Contains a placeholder (dashed box) where the final product after Step 3 needs to be drawn. **Note:** Each step builds upon the previous to create an increasingly complex organic molecule by adding or modifying functional groups while maintaining conditions suitable at physiological pH.
This diagram represents a chemical reaction scheme involving several steps and reagents.

1. **Top Right Reaction:**
   - **Reagents:** Met-OBn and DCC
   - An arrow is pointing from these reagents to a box labeled “Select to Draw,” indicating that a reaction occurs here, though the specific reaction or product is not shown.

2. **Middle Horizontal Reaction:**
   - **Reagent:** Piperidine
   - An arrow points from the right “Select to Draw” box to the left “Select to Draw” box, indicating a secondary reaction or transformation facilitated by piperidine.

3. **Bottom Vertical Reaction:**
   - **Reagents:** H₂ and Pd-C
   - An arrow pointing down from the left “Select to Draw” box leads to another “Select to Draw” box, indicating further reaction or reduction using hydrogen gas (H₂) and palladium on carbon (Pd-C) as a catalyst.

Each step involves selecting and illustrating specific chemical structures and products, which would complete the reaction scheme.

### Explanation:
- **Met-OBn:** Likely refers to a methionine derivative with a protecting benzyl group.
- **DCC:** A coupling agent often used in peptide synthesis.
- **Piperidine:** A secondary amine commonly used to deprotect or transform compounds in organic synthesis.
- **H₂ and Pd-C:** Commonly used together for hydrogenation reactions, often reducing double bonds or removing protecting groups.

The diagram appears to illustrate a synthesis pathway, possibly involving peptide coupling or similar transformations, but requires additional input for a comprehensive understanding.
Transcribed Image Text:This diagram represents a chemical reaction scheme involving several steps and reagents. 1. **Top Right Reaction:** - **Reagents:** Met-OBn and DCC - An arrow is pointing from these reagents to a box labeled “Select to Draw,” indicating that a reaction occurs here, though the specific reaction or product is not shown. 2. **Middle Horizontal Reaction:** - **Reagent:** Piperidine - An arrow points from the right “Select to Draw” box to the left “Select to Draw” box, indicating a secondary reaction or transformation facilitated by piperidine. 3. **Bottom Vertical Reaction:** - **Reagents:** H₂ and Pd-C - An arrow pointing down from the left “Select to Draw” box leads to another “Select to Draw” box, indicating further reaction or reduction using hydrogen gas (H₂) and palladium on carbon (Pd-C) as a catalyst. Each step involves selecting and illustrating specific chemical structures and products, which would complete the reaction scheme. ### Explanation: - **Met-OBn:** Likely refers to a methionine derivative with a protecting benzyl group. - **DCC:** A coupling agent often used in peptide synthesis. - **Piperidine:** A secondary amine commonly used to deprotect or transform compounds in organic synthesis. - **H₂ and Pd-C:** Commonly used together for hydrogenation reactions, often reducing double bonds or removing protecting groups. The diagram appears to illustrate a synthesis pathway, possibly involving peptide coupling or similar transformations, but requires additional input for a comprehensive understanding.
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