Chapter 29, Problem 29.64P

Interpretation Introduction

(a)

Interpretation: The organic product that is formed in the given reaction is to be determined.

Concept introduction: The various organic reactions form different organic products with the help of the variety of reagents. Some of the organic compounds are formed by the characteristic action of the various functional groups present in them.

Answer to Problem 29.64P

The organic product of the given reaction is,

Explanation of Solution

The product formed by the reaction of the given amino acid compound with methanol in the presence of an acid is shown as,

Figure 1

On reaction of carboxylic acid group of this amino acid compound with methanol and acid, methyl ester group is placed at the carboxylic group site to form the desired product.

Conclusion

The organic product of the given reaction is shown in Figure 1.

Interpretation Introduction

(b)

Interpretation: The organic product that is formed in the given reaction is to be determined.

Concept introduction: The various organic reactions form different organic products with the help of the variety of reagents. Some of the organic compounds are formed by the characteristic action of the various functional groups present in them.

Answer to Problem 29.64P

The organic product of the given reaction is,

Explanation of Solution

The product formed by the reaction of the given amino acid compound with benzyl alcohol in the presence of an acid is shown as,

Figure 2

On reaction of carboxylic acid group of this amino acid compound with benzyl alcohol and acid, benzyl ester group is placed at the carboxylic group site to form the desired product.

Conclusion

The organic product of the given reaction is shown in Figure 2.

Interpretation Introduction

(c)

Interpretation: The organic product that is formed in the given reaction is to be determined.

Concept introduction: The various organic reactions form different organic products with the help of the variety of reagents. Some of the organic compounds are formed by the characteristic action of the various functional groups present in them.

Answer to Problem 29.64P

The organic product of the given reaction is,

Explanation of Solution

The product formed by the reaction of the given amino acid compound with $di-tert-\text{butyl}\text{dicarbonate}$ in the presence of an acid is shown as,

Figure 3

On reaction of amino group of this amino acid compound with $di-tert-\text{butyl}\text{dicarbonate}$, $tert-\text{butoxycarbonyl}$ also called BOC protects the amino group site to form the desired product.

Conclusion

The organic product of the given reaction is shown in Figure 3.

Interpretation Introduction

(d)

Interpretation: The organic product that is formed in the given reaction is to be determined.

Concept introduction: The various organic reactions form different organic products with the help of the variety of reagents. Some of the organic compounds are formed by the characteristic action of the various functional groups present in them.

Answer to Problem 29.64P

The organic product of the given reaction is,

Explanation of Solution

The product formed by the reaction of product formed in (b) with the product formed in (c) in the presence of DCC is shown as,

Figure 4

The carboxylic group gets activated by the DCC for the nucleophilic attack which prepare $\text{OH}$ group of carboxylic acid as a good leaving group. Thus, the reaction of product formed in (b) with the product formed in (c) in the presence of DCC results in the formation of an amide product.

Conclusion

The organic product of the given reaction is shown in Figure 4.

Interpretation Introduction

(e)

Interpretation: The organic product that is formed in the given reaction is to be determined.

Concept introduction: The various organic reactions form different organic products with the help of the variety of reagents. Some of the organic compounds are formed by the characteristic action of the various functional groups present in them.

Answer to Problem 29.64P

The organic product of the given reaction is,

Explanation of Solution

The product formed by the reaction of amide compound with ${\text{H}}_{\text{2}}/\text{Pd}-\text{C}$ is shown as,

Figure 5

The reaction of amide compound with ${\text{H}}_{\text{2}}/\text{Pd}-\text{C}$ eliminates the protecting benzyl ester group and forms the carboxylic acid group at the same site to form the desired product.

Conclusion

The organic product of the given reaction is shown in Figure 5.

Interpretation Introduction

(f)

Interpretation: The organic product that is formed in the given reaction is to be determined.

Concept introduction: The various organic reactions form different organic products with the help of the variety of reagents. Some of the organic compounds are formed by the characteristic action of the various functional groups present in them.

Answer to Problem 29.64P

The organic product of the given reaction is,

Explanation of Solution

The product formed by the reaction of amide compound with $\text{HBr}$ in the presence of acetic acid is shown as,

Figure 6

The reaction of amide compound with $\text{HBr}$ in the presence of acetic acid eliminates the protecting benzyl ester group and forms the carboxylic acid group at the same site to form the desired product.

Conclusion

The organic product of the given reaction is shown in Figure 6.

Interpretation Introduction

(g)

Interpretation: The organic product that is formed in the given reaction is to be determined.

Concept introduction: The various organic reactions form different organic products with the help of the variety of reagents. Some of the organic compounds are formed by the characteristic action of the various functional groups present in them.

Answer to Problem 29.64P

The organic product of the given reaction is,

Explanation of Solution

The product formed by the reaction of product formed in (e) with ${\text{CF}}_{\text{3}}\text{COOH}$ is shown as,

Figure 7

The reaction of amide compound with ${\text{CF}}_{\text{3}}\text{COOH}$ eliminates the protecting $tert-\text{butoxycarbonyl}$ group and forms the amine group at the same site to form the desired product.

Conclusion

The organic product of the given reaction is shown in Figure 7.

Interpretation Introduction

(h)

Interpretation: The organic product that is formed in the given reaction is to be determined.

Concept introduction: The various organic reactions form different organic products with the help of the variety of reagents. Some of the organic compounds are formed by the characteristic action of the various functional groups present in them.

Answer to Problem 29.64P

The organic product of the given reaction is,

Explanation of Solution

The product formed by the reaction of amino acid compound with $\text{Fmoc-Cl}$ is shown as,

Figure 8

The reaction of amino acid compound with $\text{Fmoc-Cl}$, protects the amino group of the given reactant by Fmoc that results in the formation of the desired product.

Conclusion

The organic product of the given reaction is shown in Figure 8.