A stepwise synthesis of the tripeptide Val-Leu-Val from 3 − methylbutanal [ ( CH 3 ) 2 CHCH 2 CHO ] as the only organic starting material is to be devised. Concept introduction: Amino acids are biologically important organic molecules that contain amine group, carboxyl group and a non polar side chain. Some of the amino acids are glycine, valine, alanine, and many more. Proteins are made up of amino acid units. When two or more amino acids are linked in a chain, a compound called peptide is formed in which the carboxyl group of each acid is joined to the amino group of the next forming a -OC-NH- bond, known as peptide bond.

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Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 27, Problem 68P

Interpretation Introduction

Interpretation: A stepwise synthesis of the tripeptide Val-Leu-Val from 3−methylbutanal[(CH3)2CHCH2CHO] as the only organic starting material is to be devised.

Concept introduction: Amino acids are biologically important organic molecules that contain amine group, carboxyl group and a non polar side chain. Some of the amino acids are glycine, valine, alanine, and many more. Proteins are made up of amino acid units.

When two or more amino acids are linked in a chain, a compound called peptide is formed in which the carboxyl group of each acid is joined to the amino group of the next forming a -OC-NH- bond, known as peptide bond.

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Devise a stepwise synthesis of the tripeptide Val–Leu–Val from 3-methylbutanal [(CH3)2CHCH2CHO] as the only organic starting material. You may also use any required inorganic or organic reagents.

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Determine the reagents and the structure of the intermediate products to complete the following reaction sequence (1/2 eq.) NaNH, Br OH OH

Answer 2

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 27, Problem 68P

Interpretation Introduction

Interpretation: A stepwise synthesis of the tripeptide Val-Leu-Val from 3−methylbutanal[(CH3)2CHCH2CHO] as the only organic starting material is to be devised.

Concept introduction: Amino acids are biologically important organic molecules that contain amine group, carboxyl group and a non polar side chain. Some of the amino acids are glycine, valine, alanine, and many more. Proteins are made up of amino acid units.

When two or more amino acids are linked in a chain, a compound called peptide is formed in which the carboxyl group of each acid is joined to the amino group of the next forming a -OC-NH- bond, known as peptide bond.

Expert Solution & Answer

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Answer 3

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 27, Problem 68P

Interpretation Introduction

Interpretation: A stepwise synthesis of the tripeptide Val-Leu-Val from 3−methylbutanal[(CH3)2CHCH2CHO] as the only organic starting material is to be devised.

Concept introduction: Amino acids are biologically important organic molecules that contain amine group, carboxyl group and a non polar side chain. Some of the amino acids are glycine, valine, alanine, and many more. Proteins are made up of amino acid units.

When two or more amino acids are linked in a chain, a compound called peptide is formed in which the carboxyl group of each acid is joined to the amino group of the next forming a -OC-NH- bond, known as peptide bond.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 27, Problem 68P

Interpretation Introduction