Home Chemistry Heterocyclic Building Blocks Pyrrolidines (R)-3-Benzylpyrrolidine
Nucleophilic Substitution: (R)-3-benzylpyrrolidine contains a chiral center at the pyrrolidine ring. It can undergo nucleophilic substitution reactions at this carbon atom. For example, it can react with nucleophiles like alkyl halides, leading to the formation of new compounds with substituted pyrrolidine rings.
Reduction: (R)-3-benzylpyrrolidine can be reduced to the corresponding saturated pyrrolidine, which lacks the double bond in the ring. This reduction can be achieved using reducing agents like lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4).
Acylation: The benzyl group in (R)-3-benzylpyrrolidine can undergo acylation reactions with acyl halides or anhydrides to form amides. For instance, treatment with acyl chlorides in the presence of a base can lead to the formation of (R)-3-benzylpyrrolidine amides.
Oxidation: Depending on the conditions, (R)-3-benzylpyrrolidine can undergo oxidation reactions. This might involve the conversion of the alkyl group or other functional groups in the molecule into their respective oxidation products.
Ring-Opening Reactions: The pyrrolidine ring can potentially undergo ring-opening reactions under certain conditions. This could result in the formation of open-chain compounds with reactive functional groups.
Grignard Reactions: (R)-3-benzylpyrrolidine can react with Grignard reagents, leading to the formation of new compounds with modified benzyl or pyrrolidine groups.
Amidation: The amine group in (R)-3-benzylpyrrolidine can undergo amidation reactions with various reagents to form secondary or tertiary amides.
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(2S,4R)-4-(4-Fluorobenzyl)pyrrolidine-2-carboxylic acid
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(2S,4R)-1-(tert-Butoxycarbonyl)-4-(3-iodobenzyl)pyrrolidine-2-carboxylic acid
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(2S,4R)-1-(tert-Butoxycarbonyl)-4-(4-methylbenzyl)pyrrolidine-2-carboxylic acid
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(2S,4R)-4-(2-Cyanobenzyl)pyrrolidine-2-carboxylic acid
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(2S,4R)-1-(tert-Butoxycarbonyl)-4-(2-iodobenzyl)pyrrolidine-2-carboxylic acid
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