1217825-97-2

Basic information

• Product Name: (S)-2-(4-METHOXYPHENYL)PYRROLIDINE
• Synonyms: (S)-2-(4-METHOXYPHENYL)PYRROLIDINE;1-((2S)PYRROLIDIN-2-YL)-4-METHOXYBENZENE
• CAS NO: 1217825-97-2
• Molecular Formula: C₁₁H₁₅NO
• Molecular Weight: 177.24
• Mol File: 1217825-97-2.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: (S)-2-(4-METHOXYPHENYL)PYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(4-METHOXYPHENYL)PYRROLIDINE(1217825-97-2)
• EPA Substance Registry System: (S)-2-(4-METHOXYPHENYL)PYRROLIDINE(1217825-97-2)

Safety Data

• Hazardous Substances Data: 1217825-97-2(Hazardous Substances Data)

Usage

General Description

(S)-2-(4-METHOXYPHENYL)PYRROLIDINE is a chemical compound with the molecular formula C13H17NO. It is a pyrrolidine derivative with a 4-methoxyphenyl group attached to the second carbon of the pyrrolidine ring. (S)-2-(4-METHOXYPHENYL)PYRROLIDINE has been studied for its potential pharmaceutical applications, particularly in the development of drugs for a variety of medical conditions. The presence of the methoxyphenyl group in the molecule may contribute to its pharmacological properties, and it is likely undergoing further research and development to explore its potential as a therapeutic agent.

Upstream product

• 1227798-73-3 C₁₁H₁₅NO*ClH 
• 74190-66-2 2-(4-methoxyphenyl)pyrrolidine 
• 22217-80-7 2-(4-methoxyphenyl)-1-pyrroline 
• 104-92-7 1-bromo-4-methoxy-benzene 

Relevant articles and documents

Zinc-Catalyzed Asymmetric Hydrosilylation of Cyclic Imines: Synthesis of Chiral 2-Aryl-Substituted Pyrrolidines as Pharmaceutical Building Blocks

The first successful enantioselective hydrosilylation of cyclic imines promoted by a chiral zinc complex is reported. In situ generated zinc-ProPhenol complex with silane afforded pharmaceutically relevant enantioenriched 2-aryl-substituted pyrrolidines in high yields and with excellent enantioselectivities (up to 99% ee). The synthetic utility of presented methodology is demonstrated in an efficient synthesis of the corresponding chiral cyclic amines, being pharmaceutical drug precursors to the Aticaprant and Larotrectinib. (Figure presented.).

Enantioselective Imine Reduction Catalyzed by Phosphenium Ions

The first use of phosphenium cations in asymmetric catalysis is reported. A diazaphosphenium triflate, prepared in two or three steps on a multigram scale from commercially available materials, catalyzes the hydroboration or hydrosilylation of cyclic imin

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