Chemistry Heterocyclic building blocks Piperidines (s)-2-phenylpiperidine

(s)-2-phenylpiperidine

Nucleophilic Substitution: (S)-2-phenylpiperidine can undergo nucleophilic substitution reactions, where a nucleophile replaces a leaving group attached to the piperidine ring or the phenyl group. Common nucleophiles include amines, alkoxides, and cyanides. Acylation: The nitrogen atom in the piperidine ring can act as a nucleophile in acylation reactions, reacting with acyl halides or anhydrides to form amides. Reduction: (S)-2-phenylpiperidine can be reduced using various reducing agents, such as lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4), to yield secondary amines or even a saturated piperidine ring. N-alkylation: The nitrogen atom in the piperidine ring can be alkylated using alkyl halides or alkyl sulfonates to form N-alkylated piperidines. Ring-opening Reactions: The piperidine ring can be opened under certain conditions to form linear compounds, especially in the presence of strong nucleophiles. Catalytic Hydrogenation: (S)-2-phenylpiperidine can undergo catalytic hydrogenation, using a catalyst like palladium on carbon (Pd/C), to reduce double or triple bonds to saturated bonds. Oxidation: The phenyl group can be oxidized, for example using strong oxidizing agents like potassium permanganate (KMnO4) or chromic acid (H2CrO4), to yield benzoic acids. Chiral Resolution: Due to its chiral nature, (S)-2-phenylpiperidine can undergo chiral resolution processes to isolate its enantiomers.

Further Reading:

Framework+−

(9h-fluoren-9-yl)methyl piperidine-1-carboxylate (e)-n-(3-oxo-1-phenyl-3-(piperidin-1-yl)prop-1-en-2-yl)benzamide (r)-2-phenylpiperidine (r)-3-aminopiperidin-2-one (r)-n-(piperidin-3-yl)-7h-pyrrolo[2,3-d]pyrimidin-4-amine (s)-2-phenylpiperidine (s)-n-phenylpiperidine-2-carboxamide 1,3-dihydrospiro[indene-2,4'-piperidine] 1,4'-bipiperidine 1-((benzyloxy)carbonyl)piperidine-2-carboxylic acid 1-((benzyloxy)carbonyl)piperidine-3-carboxylic acid 1-(methylsulfonyl)piperidine 1-(phenylsulfonyl)piperidine 1-(piperidin-1-yl)ethan-1-one 1-(piperidin-4-yl)piperazine 1-benzyl 3-methyl piperidine-1,3-dicarboxylate 1-benzyl-n-methylpiperidin-3-amine 1-benzylpiperidin-3-one 1-benzylpiperidin-4-amine 1-benzylpiperidin-4-one 1-isopropylpiperidine 1-methyl-4-phenylpiperidine 1-methylpiperidin-2-one 1-oxa-8-azaspiro[4.5]decane 1-phenylpiperidin-2-one 2,2-dimethylpiperidin-4-one 2,2-dimethylpiperidine 2,7-diazaspiro[3.5]nonane 2,8-diazaspiro[4.5]decan-3-one 2,8-diazaspiro[4.5]decane 2-(piperidin-1-yl)ethan-1-amine 2-(piperidin-1-yl)ethan-1-ol 2-(piperidin-1-yl)pyridine 2-(piperidin-1-yl)pyrimidine 2-(piperidin-2-yl)ethan-1-ol 2-(piperidin-4-yl)ethan-1-ol 2-(piperidin-4-yl)pyridine 2-methylpiperidin-4-one 2-methylpiperidine 2-phenylpiperidine 3,3-difluoropiperidin-4-one 3,3-difluoropiperidine 3,3-dimethylpiperidin-4-one 3,3-dimethylpiperidine 3-(1-oxoisoindolin-2-yl)piperidine-2,6-dione 3-(piperidin-1-yl)pyridine 3-(piperidin-4-yl)-1h-indazole 3-(piperidin-4-yl)-1h-indole 3-(piperidin-4-yl)pyridine 3-fluoropiperidin-4-one 3-fluoropiperidine 3-methoxypiperidine 3-methylpiperidin-4-one 3-methylpiperidine 3-phenylpiperidine 4,4-difluoropiperidine 4-(1h-pyrazol-1-yl)piperidine 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine 4-(azetidin-1-yl)piperidine 4-(benzyloxy)piperidine 4-(piperidin-1-yl)pyrimidine 4-(pyrrolidin-1-yl)piperidine 4-benzylpiperidine 4-hydrazineylpiperidine 4-hydroxypiperidin-2-one 4-methyl-1-phenylpiperidine 4-methylenepiperidine 4-oxopiperidine-2-carboxylic acid 4-phenylpiperidin-4-ol 5-hydroxypiperidin-2-one 6-azaspiro[2.5]octane 6-oxopiperidine-2-carboxylic acid 7-azaspiro[3.5]nonane Azepane Benzyl (r)-3-aminopiperidine-1-carboxylate Benzyl 3-hydroxypiperidine-1-carboxylate Benzyl 4-oxopiperidine-1-carboxylate Benzyl piperidin-4-ylcarbamate Benzyl piperidine-1-carboxylate Benzyl-3-aminopiperidine-1-carboxylate Ethyl piperidine-1-carboxylate Ethyl piperidine-2-carboxylate Ethyl piperidine-3-carboxylate Ethyl piperidine-4-carboxylate Methyl 4-oxopiperidine-2-carboxylate Methyl piperidine-2-carboxylate Methyl piperidine-3-carboxylate N-benzylpiperidin-4-amine N-methylpiperidin-3-amine N-phenylpiperidin-4-amine N-phenylpiperidine-2-carboxamide Phenyl(piperidin-1-yl)methanone Phenyl(piperidin-4-yl)methanone Piperidin-2-ylmethanamine Piperidin-2-ylmethanol Piperidin-3-amine Piperidin-3-ol Piperidin-3-one Piperidin-3-ylmethanamine Piperidin-3-ylmethanol Piperidin-4-amine Piperidin-4-ol Piperidin-4-ylmethanamine Piperidin-4-ylmethanol Piperidine-2,4-dione Piperidine-2,6-dione Piperidine-2-carboxylic acid Piperidine-3-carboxamide Piperidine-3-carboxylic acid Piperidine-4-carboxylic acid Quinuclidine Spiro[benzo[d][1,3]oxazine-4,4'-piperidin]-2(1h)-one Spiro[chromane-2,4'-piperidin]-4-one Spiro[indene-2,4'-piperidin]-1(3h)-one Spiro[indoline-3,4'-piperidin]-2-one Spiro[indoline-3,4'-piperidine] Tert-butyl (2-oxopiperidin-3-yl)carbamate Tert-butyl (6-oxopiperidin-3-yl)carbamate Tert-butyl (piperidin-3-ylmethyl)carbamate Tert-butyl 2-oxopiperidine-1-carboxylate Tert-butyl 3-bromopiperidine-1-carboxylate Tert-butyl 4-oxopiperidine-1-carboxylate Tert-butyl 4-phenoxypiperidine-1-carboxylate Tert-butyl 4-phenylpiperidine-1-carboxylate Tert-butyl piperidin-3-ylcarbamate

By Key Group+−

Acetylpiperidine Aminopiperidine Benzoylpiperidine Benzylpiperidine Bipiperidine Boc-piperidine Boronate-piperidine-carboxylate Bromopiperidine Carbamoylpiperidine Chloropiperidine Cyanopiperidine Cyclopropylpiperidin Difluoromethyl-piperidine Difluoropiperidine Dimethylpiperidine Dioxaborolane-piperidine Dioxopiperidine Ethylpiperidine Ethynylpiperidine Fluoropiperidine Formylpiperidine Hydroxyethyl-piperidine-carboxylate Hydroxymethyl-piperidine-carboxylate Hydroxypiperidine Indazole-piperidine-carboxylate Indoline-piperidine Isopropylpiperidine Methoxypiperidine Methylenepiperidine Methylpiperidine Oxoethyl-piperidine-carboxylate Oxopiperidine Pentamethylpiperidin Phenoxypiperidine Phenyl-sulfonyl-piperidine Phenylpiperidine Piperidin-amine Piperidin-imidazolyl Piperidine-benzimidazole Piperidine-benzofuran Piperidine-carboxylate Piperidine-carboxylate-hydrochloride Piperidine-carboxylic acid Piperidine-ethanol Piperidine-hydrochloride Piperidine-indole Piperidine-methanamine Piperidine-methanone Piperidine-nitrile Piperidine-piperidine Piperidine-propanol Piperidine-pyrimidine Piperidine-triazole Piperidineacetic Piperidinecarboxylate Piperidinecarboxylic Piperidinemethanol Piperidinone Piperidinyl-phenyl-boronic acid Piperidinyl-phenyl-boronic acid/ester Piperidinyl-phenyl-boronic-acid Propylpiperidine Pyrazole-piperidine Pyridin-piperidine Spiro-benzofuran-piperidine Tetrahydropyrazolopyridine Tetramethylpiperidine Trifluoromethyl-phenyl-piperidine Trifluoromethyl-piperidine

By Parent Nucleus+−

aliphatic heterocycles aromatic heterocycles azetidines benzimidazoles benzisoxazoles benzofurans benzoxazoles dioxolanes epoxides furans guanidines imidazoles imidazolidines imidazolines indazoles indoles indolines isoxazoles morpholines other aliphatic heterocycles other aromatic heterocycles oxadiazoles oxazines oxazolidines oxazolines oxetanes piperazines pyrazines pyrazoles pyridazines Pyridines Pyrimidines pyrrolidines quinazolines spiroes tetrahydrofurans tetrahydroisoquinolines tetrahydropyrans thiophenes triazoles

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Heterocyclic related+−

Metal catalysts piperidines

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