The stepwise mechanism for the given reaction which was used in the synthesis of ezetimibe is to be drawn. Concept introduction: Lithium diisopropylamide (LDA) is a sterically hindered strong base. In an unsymmetrical ketone , it abstracts hydrogen from the least substituted carbon to form kinetic product.

Question

Draw a stepwise mechanism for the following reaction, one step in the synthesis of the cholesterol-lowering drug pitavastatin, marketed in Japan as a calcium salt under the name Livalo.

Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 24, Problem 24.66P

Interpretation Introduction

Interpretation: The stepwise mechanism for the given reaction which was used in the synthesis of ezetimibe is to be drawn.

Concept introduction: Lithium diisopropylamide (LDA) is a sterically hindered strong base. In an unsymmetrical ketone, it abstracts hydrogen from the least substituted carbon to form kinetic product.

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Draw a stepwise mechanism for the following reaction, one step in the synthesis of the cholesterol-lowering drug pitavastatin, marketed in Japan as a calcium salt under the name Livalo.

Draw a stepwise mechanism for the following reaction, a key step in the synthesis of ticlopidine, a drug that inhibits platelet aggregation. Ticlopidine has been used to reduce the risk of stroke in patients who cannot tolerate aspirin. ČI HCI NH NH2 one step ticlopidine

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 24, Problem 24.66P

Interpretation Introduction

Interpretation: The stepwise mechanism for the given reaction which was used in the synthesis of ezetimibe is to be drawn.

Concept introduction: Lithium diisopropylamide (LDA) is a sterically hindered strong base. In an unsymmetrical ketone, it abstracts hydrogen from the least substituted carbon to form kinetic product.

Expert Solution & Answer

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See solution

Check out sample textbook solution

Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 24, Problem 24.66P

Interpretation Introduction

Interpretation: The stepwise mechanism for the given reaction which was used in the synthesis of ezetimibe is to be drawn.

Concept introduction: Lithium diisopropylamide (LDA) is a sterically hindered strong base. In an unsymmetrical ketone, it abstracts hydrogen from the least substituted carbon to form kinetic product.

Expert Solution & Answer

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See solution

Check out sample textbook solution

Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 24, Problem 24.66P

Interpretation Introduction