109-96-6

Usage

Uses

Used in Surface Chemistry Studies:
3-Pyrroline is used as a model compound in studies to investigate the core-level binding energies of simple unsaturated organic molecules bonded to the Si(001) surface by X-ray photoelectron spectroscopy (XPS). This application aids in understanding the interactions between organic molecules and solid surfaces, which is crucial for various applications in materials science and nanotechnology.
Used in Pharmaceutical Synthesis:
3-Pyrroline is utilized in the synthesis of renin inhibitors and vasodilators, which are important classes of drugs used in the treatment of hypertension and other cardiovascular diseases. Its role in the synthesis process contributes to the development of new therapeutic agents with improved efficacy and safety profiles.
Used in Chemical Research:
As a pyrroline compound, 3-Pyrroline is also used in various chemical research applications to explore its properties, reactivity, and potential use in the formation of more complex organic molecules. This research can lead to the discovery of new chemical reactions and the development of novel compounds with diverse applications.

InChI:InChI=1/C4H7N/c1-2-4-5-3-1/h1-2,5H,3-4H2

Upstream product

• 63603-33-8 2,5-dihydropyrrole-1-carboxylic acid methyl ester 
• 73286-70-1 N-(tert-butoxycarbonyl)-3-pyrroline 
• 124-02-7 diallylamine 
• 6972-81-2 ethyl 2,5-dihydro-1H-pyrrole-1-carboxylate 
• 1476-11-5 Z-1,4-dichlorobutene 
• 109-97-7 pyrrole 
• 63468-63-3 2,5-dihydro-1H-pyrrole hydrochloride 
• 7153-66-4 <(Z)-4-chloro-2-butenyl>ammonium chloride 

Downstream Products

• 73286-70-1 N-(tert-butoxycarbonyl)-3-pyrroline 
• 113342-95-3 1-(2,6-Dinitro-phenyl)-2,5-dihydro-1H-pyrrole 
• 113342-94-2 1-(2-methoxy-4-nitrophenyl)-2,5-dihydro-1H-pyrrole 
• 139021-59-3 1-(2-bromobenzenesulfonyl)-2,5-dihydro-1H-pyrrole 
• 119589-33-2 <(3-pyrrolinyl)carbonyl>-O-methyltyrosine methyl ester 
• 127881-37-2 (4-Benzothiazol-2-yl-benzyl)-(2,5-dihydro-pyrrol-1-yl)-phosphinic acid ethyl ester 
• 6972-81-2 ethyl 2,5-dihydro-1H-pyrrole-1-carboxylate 
• 138284-41-0 1-<(3,4-dichlorophenyl)acetyl>-2-<<1-(3-pyrrolinyl)>methyl>piperidine 
• 113342-93-1 1-(4-Nitro-phenyl)-2,5-dihydro-1H-pyrrole 
• 113342-92-0 1-(2-Nitro-phenyl)-2,5-dihydro-1H-pyrrole 
• 113342-96-4 1-(2,4-dinitro-phenyl)-2,5-dihydro-pyrrole 
• 111185-41-2 1-(2,5-dihydro-1H-pyrrol-1-yl)-2,2,2-trifluoroethanone 
• 86953-79-9 tert-butyl pyrrolidine-1-carboxylate 
• 123-75-1 pyrrolidine 

Relevant academic research and scientific papers

Generation of cyclopenta[c]piperidines and pyrrolo[3,4-c]piperidines-Potential substance P antagonists - From adducts of cyclic dienophiles and 5-chloro-6-methyl-3-phenyl-2H-1,4-oxazin-2-one

1,1,4,4-Tetrasubstituted cyclopenta[c]piperidines and the corresponding 4,4,7,7-pyrrolo[3,4-c]piperidines have been synthesised via cycloaddition of 5-chloro-6-methyl-3-phenyl-2H-1,4-oxazin-2-one with cyclopentene and 3-pyrroline derivatives, respectively, followed by reductive opening of the lactone-bridged adducts. The axial-equatorial conformational preferences of the substituents in these cis-fused bicyclic systems were opposite to those for the monocyclic piperidine analogues. The specific array of functional groups in the bicyclic aminoalcohols was used to accommodate, in stereocontrolled fashion, variable pharmacophoric groups that are of interest for substance P antagonist activity. (C) 2000 Elsevier Science Ltd.

Catalytic ring-closing olefin metathesis of sulfur-containing species: Heteroatom and other effects

This paper describes studies of the ring-closing metathesis of dialkyl sulfides and disulfides catalyzed by molybdenum and ruthenium alkylidenes. In general, the highest yields of ring-closed products were obtained using the molybdenum catalysts. Product yields were also strongly influenced by the substitution pattern about the double bonds: the yield of ring-closed products was found to decrease as the degree of substitution increased. These effects and other heteroatom effects are discussed.

Unsaturated 1,2-amino alcohols from dihydropyrrole epoxides and organolithiums

The alkylative double ring-opening of Bus-protected 2,5-dihydropyrrole epoxide 11 with organolithiums to give 3-substituted 1-aminobut-3-en-2-ols 13-19 is described.

RELATIVE STABILITIES OF 5-MEMBERED CYCLIC ALLYLAMINE/ENAMINE SYSTEMS

Evidence bearing on the relative stabilities of 3- and 2-pyrrolines is reviewed.It is shown that 1-(indol-3-ylethyl)-3-pyrroline is only partially transformed into its enamine isomer by prolonged base treatment and it is concluded that within a 5-membered ring the allylamine is more stable than enamine.

Method for preparing 3-pyrroline based on improved activated zinc powder

The invention discloses a method for preparing 3-pyrroline based on improved activated zinc powder, and belongs to the technical field of medicines, wherein dimethyl sulfoxide is used as a solvent, aromatic carboxylic acid is used for activating zinc powder, active zinc powder is obtained after filtering, the active zinc powder reacts with hydrochloric acid to generate reactive hydrogen, and the reactive hydrogen is used for selectively hydrogenating pyrrole to generate 3-pyrroline. According to the invention, aromatic carboxylic acid used in the invention not only can remove zinc oxide on the surface of the zinc powder, but also can form a coordination compound with a spatial network structure with zinc, so that the safety of the activated zinc powder is enhanced, and the reaction activity of the zinc powder and the selectivity of a pyrrole selective hydrogenation reaction are effectively improved; through the dispersion effect of dimethyl sulfoxide on the zinc powder, the activation effect of the zinc powder is enhanced; and dimethyl sulfoxide complexed on the surface of active zinc in the process of selective hydrogenation of pyrrole can effectively capture hydrogen ions and transmit the hydrogen ions to zinc powder, so that the generation of reactive hydrogen is promoted, and the conversion rate of the reaction is improved.

CRYSTAL AND SALT OF NITROIMIDAZOLE, AND MANUFACTURING METHOD THEREOF

The present invention discloses a crystal form and salt of a nitroimidazole compound, and a manufacturing method thereof. The invention further comprises an application of the crystal form and salt in preparing a pharmaceutical product for preventing and treating an infection caused by Mycobacterium tuberculosis or another microbe.

Sequential reactions with Grubbs catalyst and ad-mix-α//βusing pdms thimbles

Incompatible Grubbs catalyst and an osmium dihydroxylation catalyst were site-isolated from each other using polydimethylsiloxane thimbles. The Grubbs catalyst was added to the interior of the thimbles, and AD-mix-α//β was added to the exterior. Organic substrates readily fluxed through the walls of the thimbles and reacted with each catalyst. A series of cascade reactions were developed including those with intermediates possessing low boiling points or that were foul smelling.

Practical one-pot and large-scale synthesis of N-(tert-butyloxycarbonyl)-3- pyrroline

N-(tert-Butyloxycarbonyl)-3-pyrroline was prepared with high purity in large scale starting from cis-1,4-dichloro-2-butene via delepine reaction and subsequent cyclization in the presence of potassium carbonate followed by N-Boc protection in methanol.Judicious selection of base and solvent led to the use of a single solvent, i.e., methanol, for cyclization as well as for N-Boc protection to render the one-pot process from compound 2 more practical and greener than the stepwise version.

Heterocyclic lithium amides as chiral ligands for an enantioselective hydroxyalkylation with n-BuLi

(Chemical Equation Presented) Chiral heterocyclic structures based on 3-aminopyrrolidines (3APs), 3-aminotetrahydrothiophens (3ATTs), and 3-aminotetrahydrofurans (3ATFs) have been synthesized. The corresponding lithium amides have been evaluated as chiral ligands in the condensation of n-BuLi on o-tolualdehyde. The returned levels of induction were in the 46-80% ee range. The cheap and easily prepared 3ATFLi's turned out to be also the best ligands, giving access to the expected R or S alcohols in a same 80% level of induction at -78°C in THF. In all cases, the sense of induction depends on the absolute configuration of C8 on the 3-amino appendage. A general concept is proposed to rationalize the process of induction in the presence of organolithium species.

RUTHENIUM COMPOUNDS, THEIR PRODUCTION AND USE

A new class of compounds is disclosed that in preferred embodiments relate to Ru-based catalysts suitable for use in olefin metathesis reactions. Such compounds demonstrate high rates of catalytic turnover in comparison with other Ru catalysts known in the art. Moreover, the catalysts are highly stable, and readily suited to attachment to a solid support via the anionic ligands. In preferred embodiments the compounds present significant advantages by permitting facile isolation of active catalyst. The invention also pertains to methods of producing the catalysts, and their use in catalyzing olefin metathesis reactions.