Home Chemistry Organic Building Blocks Carboxylic Acids 1-((Benzyloxy)Carbonyl)Pyrrolidine-3-Carboxylic Acid
Ester Hydrolysis: The benzyloxy carbonyl (Cbz or Z) group is often used as a protecting group for amines. It can be removed via ester hydrolysis to reveal the amine group. The reaction involves treatment with an acid or base.
Peptide Bond Formation: The carboxylic acid and amine groups can react to form a peptide bond, which is the basis for protein synthesis in biological systems. This can be achieved by activating the carboxylic acid group and coupling it with theamine.
Amide Formation: The amine group can also react with the carboxylic acid group to form an amides This is a common reaction in the synthesis of various organic compounds.
Reduction: The carbonyl group in the benzyloxy carbonyl (Cbz) group can be reduced to an alcohol using reducing agents like lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4).
Esterification: The carboxylic acid group can react with alcohols in the presence of an acid catalyst to form ester.
Acid-Base Reactions: The carboxylic acid group can act as an acid, donating a proton, while the amine can act as a base, accepting a proton in acid-base reactions.
Decarboxylation: Under specific conditions, the carboxylic acid group may undergo decarboxylation, leading to the loss of carbon dioxide and the formation of a new compound.
Substitution Reactions: The benzyl group can undergo electrophilic aromatic substitution reactions, depending on the reaction conditions and reagents.
Hydrolysis: The ester group in the Cbz moiety can be hydrolyzed under specific conditions to produce the corresponding carboxylic acid and alcohols
Amination: The amine group can be further modified through amination reactions to introduce additional functional groups.
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trans-1-[(Benzyloxy)carbonyl]-4-methylpyrrolidine-3-carboxylic acid
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(S)-1-((Benzyloxy)carbonyl)pyrrolidine-3-carboxylic acid
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(3S,4R)-1-Cbz-4-methylpyrrolidine-3-carboxylic Acid
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(3R,4S)-1-Cbz-4-methylpyrrolidine-3-carboxylic acid
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