298690-90-1

Basic information

• Product Name: (S)-2-(4-Fluorophenyl)pyrrolidine
• Synonyms: (S)-2-(4-Fluorophenyl)pyrrolidine;(2S)-2-(4-fluorophenyl)pyrrolidine;(S)-2-(4-Fluorophenyl)pyrrolidine (S)-2-(4-Fluorophenyl)pyrrolidine
• CAS NO: 298690-90-1
• Molecular Formula: C₁₀H₁₂FN
• Molecular Weight: 165.21
• Mol File: 298690-90-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 235.5 °C at 760 mmHg
• Flash Point: 96.3 °C
• Appearance: /
• Density: 1.078 g/cm³
• Vapor Pressure: 0.0497mmHg at 25°C
• Refractive Index: 1.515
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.76±0.10(Predicted)
• CAS DataBase Reference: (S)-2-(4-Fluorophenyl)pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(4-Fluorophenyl)pyrrolidine(298690-90-1)
• EPA Substance Registry System: (S)-2-(4-Fluorophenyl)pyrrolidine(298690-90-1)

Safety Data

• Hazardous Substances Data: 298690-90-1(Hazardous Substances Data)

Usage

General Description

(S)-2-(4-Fluorophenyl)pyrrolidine is a chemical compound with the molecular formula C10H12FN. It is a heterocyclic compound containing a pyrrolidine ring, which is a five-membered ring containing four carbon atoms and one nitrogen atom. The compound also contains a 4-fluorophenyl group, which is a benzene ring containing a fluorine atom attached to the pyrrolidine ring. This chemical is used in various pharmaceutical applications, including as a building block in the synthesis of potential drug candidates. Additionally, it may also have potential uses as a chiral auxiliary in organic synthesis due to its chiral nature.

InChI:InChI=1/C10H12FN/c11-9-5-3-8(4-6-9)10-2-1-7-12-10/h3-6,10,12H,1-2,7H2/t10-/m0/s1

Upstream product

• 1374877-93-6 (S)-2-(4-fluorophenyl)-1-(4-nitrophenylsulfonyl)-2,5-dihydro-1H-pyrrole 
• 1374877-94-7 (S)-2-(4-fluorophenyl)-2,5-dihydro-1H-pyrrole 
• 22217-86-3 2-(4-fluorophenyl)-Δ¹-pyrrolidine 

Downstream Products

• 935746-15-9 C₂₅H₃₀F₂N₂O₃ 
• 1369959-23-8 (R)-tertbutyl-7-(3,4-dichlorophenyl)-6-((S)-2-(4-fluorophenyl)pyrrolidine-1-carbonyl)-2,5-dimethylpyrazolo[1,5-a]pyrimidine-4(7H)-carboxylate 
• 1369959-24-9 tert-butyl 7-(3,4-dichlorophenyl)-6-((S)-2-(4-fluorophenyl)-pyrrolidine-1-carbonyl)-5-methyl-2-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-4(7H)-carboxylate 
• 1369958-90-6 ((R)-7-(3,4-dichlorophenyl)-3,5-dimethyl-4,7-dihydropyrazolo-[1,5-a]pyrimidin-6-yl)((S)-2-(4-fluorophenyl)pyrrolidin-1-yl)methanone 

Relevant articles and documents

A General Approach to Stereospecific Cross-Coupling Reactions of Nitrogen-Containing Stereocenters

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Enantioselective Synthesis of 2-Substituted Pyrrolidines via Intramolecular Reductive Amination

Catalyzed by the complex generated in situ from iridium and the chiral ferrocene ligand, tert -butyl (4-oxo-4-arylbutyl)carbamate substrates were deprotected and then reductively cyclised to form 2-substituted arylpyrrolidines in a one-pot manner, in which the intramolecular reductive amination was the key step. A range of chiral 2-substituted arylpyrrolidines were synthesised in up to 98percent yield and 92percent ee.

An (R)-imine reductase biocatalyst for the asymmetric reduction of cyclic imines

Although the range of biocatalysts available for the synthesis of enantiomerically pure chiral amines continues to expand, few existing methods provide access to secondary amines. To address this shortcoming, we have over-expressed the gene for an (R)-imine reductase [(R)-IRED] from Streptomyces sp. GF3587 in Escherichia coli to create a recombinant whole-cell biocatalyst for the asymmetric reduction of prochiral imines. The (R)-IRED was screened against a panel of cyclic imines and two iminium ions and was shown to possess high catalytic activity and enantioselectivity. Preparative-scale synthesis of the alkaloid (R)-coniine (90 % yield; 99 % ee) from the imine precursor was performed on a gram-scale. A homology model of the enzyme active site, based on the structure of a closely related (R)-IRED from Streptomyces kanamyceticus, was constructed and used to identify potential amino acids as targets for