The side chain carboxyl group converted to a benzyl ester using benzyl chloride as a source of benzyl group has to be explained. Concept Introduction: Benzyl ester is the protecting group used for the protection of carboxyl group in the amino acids. The protecting groups are used to prevent the SN 2 reactions of the amine group of one amino acid with the carboxyl group of other amino acid.

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Answer 1

Question

Chapter 27, Problem 27.53P

(a)

Interpretation Introduction

Interpretation:

The side chain carboxyl group converted to a benzyl ester using benzyl chloride as a source of benzyl group has to be explained.

Concept Introduction:

Benzyl ester is the protecting group used for the protection of carboxyl group in the amino acids. The protecting groups are used to prevent the SN2 reactions of the amine group of one amino acid with the carboxyl group of other amino acid.

(b)

Interpretation Introduction

Interpretation:

The deprotection of the side chain carboxyl group under mild conditions without removing the BOC-protecting group at the same time has to be explained.

Concept Introduction:

Hydrogenolysis is a chemical reaction used for the lysis of the bond or for bond break between carbon-carbon or carbon-heteroatom (oxygen, nitrogen or sulphur) by hydrogen.

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Answer 2

Question

Chapter 27, Problem 27.53P

(a)

Interpretation Introduction

Interpretation:

The side chain carboxyl group converted to a benzyl ester using benzyl chloride as a source of benzyl group has to be explained.

Concept Introduction:

Benzyl ester is the protecting group used for the protection of carboxyl group in the amino acids. The protecting groups are used to prevent the SN2 reactions of the amine group of one amino acid with the carboxyl group of other amino acid.

(b)

Interpretation Introduction

Interpretation:

The deprotection of the side chain carboxyl group under mild conditions without removing the BOC-protecting group at the same time has to be explained.

Concept Introduction:

Hydrogenolysis is a chemical reaction used for the lysis of the bond or for bond break between carbon-carbon or carbon-heteroatom (oxygen, nitrogen or sulphur) by hydrogen.

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Answer 3

Question

Chapter 27, Problem 27.53P

(a)

Interpretation Introduction

Interpretation:

The side chain carboxyl group converted to a benzyl ester using benzyl chloride as a source of benzyl group has to be explained.

Concept Introduction:

Benzyl ester is the protecting group used for the protection of carboxyl group in the amino acids. The protecting groups are used to prevent the SN2 reactions of the amine group of one amino acid with the carboxyl group of other amino acid.

(b)

Interpretation Introduction

Interpretation:

The deprotection of the side chain carboxyl group under mild conditions without removing the BOC-protecting group at the same time has to be explained.

Concept Introduction:

Hydrogenolysis is a chemical reaction used for the lysis of the bond or for bond break between carbon-carbon or carbon-heteroatom (oxygen, nitrogen or sulphur) by hydrogen.

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Answer 4

Question

Chapter 27, Problem 27.53P

(a)

Interpretation Introduction

Interpretation:

The side chain carboxyl group converted to a benzyl ester using benzyl chloride as a source of benzyl group has to be explained.

Concept Introduction:

Benzyl ester is the protecting group used for the protection of carboxyl group in the amino acids. The protecting groups are used to prevent the SN2 reactions of the amine group of one amino acid with the carboxyl group of other amino acid.

(b)

Interpretation Introduction

Interpretation:

The deprotection of the side chain carboxyl group under mild conditions without removing the BOC-protecting group at the same time has to be explained.

Concept Introduction:

Hydrogenolysis is a chemical reaction used for the lysis of the bond or for bond break between carbon-carbon or carbon-heteroatom (oxygen, nitrogen or sulphur) by hydrogen.

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Answer 5

Chapter 27, Problem 27.53P

(a)

Interpretation Introduction

Interpretation:

The side chain carboxyl group converted to a benzyl ester using benzyl chloride as a source of benzyl group has to be explained.

Concept Introduction:

Benzyl ester is the protecting group used for the protection of carboxyl group in the amino acids. The protecting groups are used to prevent the SN2 reactions of the amine group of one amino acid with the carboxyl group of other amino acid.

(b)

Interpretation Introduction

Interpretation:

The deprotection of the side chain carboxyl group under mild conditions without removing the BOC-protecting group at the same time has to be explained.

Concept Introduction:

Hydrogenolysis is a chemical reaction used for the lysis of the bond or for bond break between carbon-carbon or carbon-heteroatom (oxygen, nitrogen or sulphur) by hydrogen.

Answer 6

Chapter 27, Problem 27.53P

(a)

Interpretation Introduction

Interpretation:

The side chain carboxyl group converted to a benzyl ester using benzyl chloride as a source of benzyl group has to be explained.

Concept Introduction:

Benzyl ester is the protecting group used for the protection of carboxyl group in the amino acids. The protecting groups are used to prevent the SN2 reactions of the amine group of one amino acid with the carboxyl group of other amino acid.

Answer 7

Chapter 27, Problem 27.53P

(a)

Interpretation Introduction

Interpretation:

The side chain carboxyl group converted to a benzyl ester using benzyl chloride as a source of benzyl group has to be explained.

Concept Introduction:

Benzyl ester is the protecting group used for the protection of carboxyl group in the amino acids. The protecting groups are used to prevent the SN2 reactions of the amine group of one amino acid with the carboxyl group of other amino acid.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The deprotection of the side chain carboxyl group under mild conditions without removing the BOC-protecting group at the same time has to be explained.

Concept Introduction:

Hydrogenolysis is a chemical reaction used for the lysis of the bond or for bond break between carbon-carbon or carbon-heteroatom (oxygen, nitrogen or sulphur) by hydrogen.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The deprotection of the side chain carboxyl group under mild conditions without removing the BOC-protecting group at the same time has to be explained.

Concept Introduction:

Hydrogenolysis is a chemical reaction used for the lysis of the bond or for bond break between carbon-carbon or carbon-heteroatom (oxygen, nitrogen or sulphur) by hydrogen.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 27.1 - Of the 20 protein-derived amino acids shown in...Ch. 27.2 - Prob. 27.2P Ch. 27.2 - Prob. 27.3P Ch. 27.3 - Draw a structural formula for Lys-Phe-Ala. Label...Ch. 27.4 - Which of these tripeptides are hydrolyzed by...Ch. 27.4 - Deduce the amino acid sequence of an undecapeptide...Ch. 27.6 - Prob. 27.7P Ch. 27 - What amino acid does each abbreviation stand for?...Ch. 27 - The configuration of the chiral center in -amino...Ch. 27 - Assign an R or S configuration to the chiral...

Solution Summary: The author explains how the side chain carboxyl group is converted to a benzyl ester by hydrogenolysis with palladium or platinum under mild conditions.

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Chapter 27 Solutions