Using prostaglandin, the glaucoma drug bimatoprost is synthesized in two steps. A method for this conversion is to be suggested. Concept introduction: The amide can be prepared by the nucleophilic substitution of acyl chloride by the amine. Two moles amines used with one mole of acyl chloride, because one amine molecule acts as a nucleophile and the second acts as a Brønsted base. The carboxylic acids on reaction with thionyl chloride forms acyl chloride by replacing the hydroxyl group of the carboxylic acid with chlorine atom.

Question

Want to see the full answer?

Answer 1

Question

Chapter 25, Problem 32P

Interpretation Introduction

Interpretation:

Using prostaglandin, the glaucoma drug bimatoprost is synthesized in two steps. A method for this conversion is to be suggested.

Concept introduction:

The amide can be prepared by the nucleophilic substitution of acyl chloride by the amine.

Two moles amines used with one mole of acyl chloride, because one amine molecule acts as a nucleophile and the second acts as a Brønsted base.

The carboxylic acids on reaction with thionyl chloride forms acyl chloride by replacing the hydroxyl group of the carboxylic acid with chlorine atom.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

i. Synthetize nicotine from nicotinic acid

What is the reaction mechanism for formaldehyde and phenol under acidic conditions?

Describe the reaction steps for the mechaniswhere benzil is prepared by the oxidation of an a-hydroxyketone, benzoin and uses nitric acid to preform oxidation.

Answer 2

Question

Chapter 25, Problem 32P

Interpretation Introduction

Interpretation:

Using prostaglandin, the glaucoma drug bimatoprost is synthesized in two steps. A method for this conversion is to be suggested.

Concept introduction:

The amide can be prepared by the nucleophilic substitution of acyl chloride by the amine.

Two moles amines used with one mole of acyl chloride, because one amine molecule acts as a nucleophile and the second acts as a Brønsted base.

The carboxylic acids on reaction with thionyl chloride forms acyl chloride by replacing the hydroxyl group of the carboxylic acid with chlorine atom.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 25, Problem 32P

Interpretation Introduction

Interpretation:

Using prostaglandin, the glaucoma drug bimatoprost is synthesized in two steps. A method for this conversion is to be suggested.

Concept introduction:

The amide can be prepared by the nucleophilic substitution of acyl chloride by the amine.

Two moles amines used with one mole of acyl chloride, because one amine molecule acts as a nucleophile and the second acts as a Brønsted base.

The carboxylic acids on reaction with thionyl chloride forms acyl chloride by replacing the hydroxyl group of the carboxylic acid with chlorine atom.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 25, Problem 32P

Interpretation Introduction

Interpretation:

Using prostaglandin, the glaucoma drug bimatoprost is synthesized in two steps. A method for this conversion is to be suggested.

Concept introduction:

The amide can be prepared by the nucleophilic substitution of acyl chloride by the amine.

Two moles amines used with one mole of acyl chloride, because one amine molecule acts as a nucleophile and the second acts as a Brønsted base.

The carboxylic acids on reaction with thionyl chloride forms acyl chloride by replacing the hydroxyl group of the carboxylic acid with chlorine atom.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 25, Problem 32P

Interpretation Introduction

Interpretation:

Using prostaglandin, the glaucoma drug bimatoprost is synthesized in two steps. A method for this conversion is to be suggested.

Concept introduction:

The amide can be prepared by the nucleophilic substitution of acyl chloride by the amine.

Two moles amines used with one mole of acyl chloride, because one amine molecule acts as a nucleophile and the second acts as a Brønsted base.

The carboxylic acids on reaction with thionyl chloride forms acyl chloride by replacing the hydroxyl group of the carboxylic acid with chlorine atom.

Answer 6

Chapter 25, Problem 32P

Interpretation Introduction

Interpretation:

Using prostaglandin, the glaucoma drug bimatoprost is synthesized in two steps. A method for this conversion is to be suggested.

Concept introduction:

The amide can be prepared by the nucleophilic substitution of acyl chloride by the amine.

Two moles amines used with one mole of acyl chloride, because one amine molecule acts as a nucleophile and the second acts as a Brønsted base.

The carboxylic acids on reaction with thionyl chloride forms acyl chloride by replacing the hydroxyl group of the carboxylic acid with chlorine atom.

Answer 7

Chapter 25, Problem 32P

Interpretation Introduction

Interpretation:

Using prostaglandin, the glaucoma drug bimatoprost is synthesized in two steps. A method for this conversion is to be suggested.

Concept introduction:

The amide can be prepared by the nucleophilic substitution of acyl chloride by the amine.

Two moles amines used with one mole of acyl chloride, because one amine molecule acts as a nucleophile and the second acts as a Brønsted base.

The carboxylic acids on reaction with thionyl chloride forms acyl chloride by replacing the hydroxyl group of the carboxylic acid with chlorine atom.

Answer 8

Expert Solution & Answer

Answer 9

Expert Solution & Answer

Answer 10

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 11

Ch. 25.2 - What fatty acids are produced on hydrolysis of...Ch. 25.3 - Give the structure of the keto acyl-ACP formed...Ch. 25.4 - Prob. 3P Ch. 25.4 - Prob. 4P Ch. 25.5 - Prob. 5P Ch. 25.6 - Write the structural formula and give the IUPAC...Ch. 25.6 - Prob. 7P Ch. 25.7 - Locate the isoprene units in each of the...Ch. 25.7 - Prob. 9P Ch. 25.9 - Prob. 10P

Solution Summary: The author explains how the glaucoma drug bimatoprost is synthesized using prostaglandin.

Concept explainers

Want to see the full answer?

Chapter 25 Solutions