(a) Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn. Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis .

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Answer 1

Question

Chapter 29, Problem 29.68P

Interpretation Introduction

(a)

Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Interpretation Introduction

(b)

Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc -Cl is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

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3.

Draw the major product of this aminolysis reaction. Ignore inorganic byproducts. excess NHз Q

Lysine and tryptophan are two amino acids that contain an additional N atom in the R group bonded to the α carbon. While lysine is classied as a basic amino acid because it contains an additional basic N atom, tryptophan is classied as a neutral amino acid. Explain why this difference in classication occurs.

Answer 2

Question

Chapter 29, Problem 29.68P

Interpretation Introduction

(a)

Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Interpretation Introduction

(b)

Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc -Cl is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

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Answer 3

Question

Chapter 29, Problem 29.68P

Interpretation Introduction

(a)

Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Interpretation Introduction

(b)

Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc -Cl is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

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Answer 4

Question

Chapter 29, Problem 29.68P

Interpretation Introduction

(a)

Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Interpretation Introduction

(b)

Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc -Cl is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

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Answer 5

Chapter 29, Problem 29.68P

Interpretation Introduction

(a)

Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Interpretation Introduction

(b)

Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc -Cl is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Answer 6

Chapter 29, Problem 29.68P

Interpretation Introduction

(a)

Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Answer 7

Chapter 29, Problem 29.68P

Interpretation Introduction

(a)

Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Answer 8

Interpretation Introduction

(b)

Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc -Cl is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Answer 9

Interpretation Introduction

(b)

Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.

Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc -Cl is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the amine group in organic synthesis.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 29 - Prob. 29.1P Ch. 29 - Problem 29.2 What form exists at the isoelectric...Ch. 29 - Problem 29.3 Explain why the of the group of an...Ch. 29 - Problem 29.5 What -halo carbonyl compound is...Ch. 29 - Problem 29.6 The enolate derived from diethyl...Ch. 29 - Problem 29.7 What amino acid is formed when is...Ch. 29 - Problem 29.8 What aldehyde is needed to synthesize...Ch. 29 - Prob. 29.8P Ch. 29 - Prob. 29.9P Ch. 29 - Prob. 29.10P

Solution Summary: The author explains the mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions.

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Chapter 29 Solutions