Home Chemistry Heterocyclic Building Blocks Pyrrolidines (S)-3-Phenylpyrrolidine
Ring Opening: The pyrrolidine ring can be opened under acidic or basic conditions. This can lead to the formation of open-chain compounds with primary or secondary amines, depending on the reaction conditions.
Reduction: The carbonyl group in (S)-3-phenylpyrrolidine can be reduced to an alcohol using reducing agents like lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4).
Oxidation: The phenyl group can be oxidized using reagents like potassium permanganate (KMnO4) or chromium(VI) reagents to form various oxidation products.
Catalytic Hydrogenation: The phenyl group can also be selectively hydrogenated to a cyclohexyl group under catalytic hydrogenation conditions.
Cyclization: Depending on the reaction conditions and reagents used, (S)-3-phenylpyrrolidine can undergo various cyclization reactions to form different heterocyclic compounds.
Chiral Synthesis: Since (S)-3-phenylpyrrolidine is a chiral molecule, it can be used as a starting material for asymmetric synthesis to produce other chiral compounds.
Diels-Alder Reaction: If there are suitable diene and dienophile components, (S)-3-phenylpyrrolidine can participate in Diels-Alder reactions to form bicyclic compounds.
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tert-Butyl (trans-4-(4-(trifluoromethyl)phenyl)pyrrolidin-3-yl)carbamate
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Boc-(2S,4S)-4-phenylpyrrolidine-2-carboxylic acid
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(3R,4S)-rel-4-(3,4-Dimethoxyphenyl)pyrrolidine-3-carboxylic acid hydrochloride
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trans-methyl 4-(4-fluorophenyl)pyrrolidine-3-carboxylate hydrochloride
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rel-Methyl (3R,4S)-4-(p-tolyl)pyrrolidine-3-carboxylate hydrochloride
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(3R,4S)-4-(p-Tolyl)pyrrolidine-3-carboxylic acid hydrochloride
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rel-methyl (3R,4S)-4-(4-bromophenyl)pyrrolidine-3-carboxylate hydrochloride
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(3R,4S)-rel-4-(3-Bromophenyl)-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid
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trans-1-(tert-Butoxycarbonyl)-4-phenylpyrrolidine-3-carboxylic acid
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Boc-(±)-trans-4-(3-trifluoromethylphenyl)pyrrolidine-3-carboxylic acid
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