62624-46-8

Basic information

• Product Name: (S)-3-phenylpyrrolidine
• Synonyms: (S)-3-phenylpyrrolidine;Pyrrolidine, 3-phenyl-, (3S)-;Pyrrolidine, 3-phenyl-, (S)-
• CAS NO: 62624-46-8
• Molecular Formula: C₁₀H₁₃N
• Molecular Weight: 147.21692
• Mol File: 62624-46-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 4.2 °C
• Boiling Point: 243.4±19.0 °C(Predicted)
• Appearance: /
• Density: 0.988±0.06 g/cm3(Predicted)
• PKA: 10.10±0.10(Predicted)
• CAS DataBase Reference: (S)-3-phenylpyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-phenylpyrrolidine(62624-46-8)
• EPA Substance Registry System: (S)-3-phenylpyrrolidine(62624-46-8)

Safety Data

• Hazardous Substances Data: 62624-46-8(Hazardous Substances Data)

Usage

General Description

(S)-3-phenylpyrrolidine is a chemical compound with a molecular formula of C9H13N. It is a chiral molecule with a pyrrolidine ring structure and a phenyl group attached to the third carbon atom. (S)-3-phenylpyrrolidine is often used in organic synthesis and medicinal chemistry as a chiral building block for the synthesis of pharmaceuticals and other biologically active molecules. (S)-3-phenylpyrrolidine has been studied for its potential use as a catalyst in asymmetric synthesis and as a building block in the preparation of various drugs and pharmaceutical intermediates. Its unique structure and chiral properties make it a versatile and valuable compound in the field of organic chemistry.

Upstream product

• 17480-07-8 2-[(E)-3-phenylprop-2-enyl]-2,3-dihydro-1H-isoindole-1,3-dione 
• 5848-57-7 4-methyl-N-[(2E)-3-phenylprop-2-en-1-yl]benzene-1-sulfonamide 
• 4335-60-8 (E)-cinnamylamine 
• 138812-85-8 (3S,4S)-N-<(1R)-2-Hydroxy-1-phenylethyl>-2-oxo-4-phenylpyrrolidine-3-carboxamide 
• 52450-32-5 Ethyl (E)-2-oxo-4-phenylpyrrolidine-3-carboxylate 
• 67159-52-8 (3R*,4S*)-2-oxo-4-phenyl-pyrrolidine-3-carboxylic acid 
• 5292-53-5 diethyl benzalmalonate 
• 185067-05-4 ethyl 2-carbethoxy-3-cyano-3-phenylpropionate 
• 5153-67-3 nitrostyrene 
• 163982-20-5 (R)-(-)-(2,2-Diphenylcyclopentoxy)ethene 
• 62624-45-7 (S)-4-phenyl-1-tosylpyrrolidin-2-one 
• 59349-74-5 (S)-N-benzyl-3-phenylpyrrolidine 

Downstream Products

• 59349-74-5 (S)-N-benzyl-3-phenylpyrrolidine 

Relevant articles and documents

Correction to: Rhodium/yanphos-catalyzed asymmetric interrupted intramolecular hydroaminomethylation of trans-1,2-disubstituted alkenes (J. Am. Chem. Soc. (2016) 138 (9017?9020) (DOI: 10.1021/jacs.6b03596)

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Asymmetric nitroalkene [4 + 2] cycloadditions: Enantioselective synthesis of 3-substituted and 3,4-disubstituted pyrrolidines

2-Substituted 1-nitroalkenes undergo highly diastereoselective, Lewis-acid-promoted, [4 + 2] cycloaddition with chiral vinyl ethers derived from (R)-2,2-diphenylcyclopentanol and (1R,2S)-2-phenylcyclohexanol to afford cyclic nitronates in high yields. The resulting nitronates were reduced with hydrogen at 160 psi in the presence of platinum oxide to afford enantiomerically enriched pyrrolidines (both as the free base and N-protected derivatives) in good yields. A series of 3-substituted pyrrolidines (71-97% ee) were prepared, as well as (3S,4R)-4-methyl-3-phenyl-N-(p-tolylsulfonyl)pyrrolidine (92% ee) and (3S,4S)-3,4-diphenylpyrrolidine (99% ee). The chiral auxiliaries can be recovered in nearly quantitative yields after hydrogenation.

Conformationally constrained amino acids. Synthesis and optical resolution of 3-substituted proline derivatives

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