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109-96-6,MFCD00005213
Catalog No.:AA0033PG

109-96-6 | 3-Pyrroline

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1g
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$112.00   $78.00
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5g
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$411.00   $288.00
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10g
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25g
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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA0033PG
Chemical Name:
3-Pyrroline
CAS Number:
109-96-6
Molecular Formula:
C4H7N
Molecular Weight:
69.1051
MDL Number:
MFCD00005213
SMILES:
N1CC=CC1
NSC Number:
89295
Properties
Properties
 
BP:
90.999°C at 760 mmHg  
Form:
Liquid  
Refractive Index:
n20/D 1.46(lit.)  
Stability:
Air Sensitive & Hygroscopic  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
41.6  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
5  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  

Literature

Title: Synthesis of sulfur containing dihydro-pyrrolo derivatives and their biological evaluation as antioxidants.

Journal: Bioorganic & medicinal chemistry 20120901

Title: Synthesis of 1,2-disubstituted cyclopentenes by palladium-catalyzed reaction of homopropargyl-substituted dicarbonyl compounds with organic halides via 5-endo-dig cyclization.

Journal: Organic letters 20120601

Title: A highly enantioselective approach towards 2-substituted 3-bromopyrrolidines.

Journal: Organic & biomolecular chemistry 20120521

Title: 3D-QSAR studies of dihydropyrazole and dihydropyrrole derivatives as inhibitors of human mitotic kinesin Eg5 based on molecular docking.

Journal: Molecules (Basel, Switzerland) 20120217

Title: Exploiting the ring strain in bicyclo[2.2.1]heptane systems for the stereoselective preparation of highly functionalized cyclopentene, dihydrofuran, pyrroline, and pyrrolidine scaffolds.

Journal: Organic letters 20111202

Title: A computational reinvestigation of the formation of N-alkylpyrroles via intermolecular redox amination.

Journal: Organic letters 20111118

Title: The catalytic asymmetric 1,3-dipolar cycloaddition of ynones with azomethine ylides.

Journal: Organic letters 20110902

Title: Silver-catalyzed intramolecular chloroamination of allenes: easy access to functionalized 3-pyrroline and pyrrole derivatives.

Journal: Organic letters 20110902

Title: A straightforward route to enantiopure 2-substituted-3,4-dehydro-β-proline via ring closing metathesis.

Journal: Amino acids 20110801

Title: Tungsten(0)- and rhenium(I)-catalyzed tandem cyclization of acetylenic dienol silyl ethers based on geminal carbo-functionalization of alkynes.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20110418

Title: Gold(I)-catalyzed cycloisomerization of 1,6-diynes: synthesis of 2,3-disubstituted 3-pyrroline derivatives.

Journal: Angewandte Chemie (International ed. in English) 20110307

Title: (5S)-3-Chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]furan-2(5H)-one.

Journal: Acta crystallographica. Section E, Structure reports online 20110101

Title: Identification and characterization of mechanism of action of P61-E7, a novel phosphine catalysis-based inhibitor of geranylgeranyltransferase-I.

Journal: PloS one 20110101

Title: The ultraviolet photodissociation of axial and equatorial conformers of 3-pyrroline.

Journal: The Journal of chemical physics 20101121

Title: Ruthenium-catalyzed tandem ring-opening/ring-closing/cross-metathesis of 1,6-cyclopropene-ynes and olefins for the construction of the 3-pyrroline skeleton.

Journal: Organic letters 20101015

Title: Biodegradation of the major color containing compounds in distillery wastewater by an aerobic bacterial culture and characterization of their metabolites.

Journal: Biodegradation 20100901

Title: Asymmetric one-pot sequential organo- and gold catalysis for the enantioselective synthesis of dihydropyrrole derivatives.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20100816

Title: Asymmetric synthesis of 2-alkyl-substituted 2,5-dihydropyrroles from optically active aza-Baylis-Hillman adducts. Formal synthesis of (-)-trachelanthamidine.

Journal: The Journal of organic chemistry 20100604

Title: 8a-Methyl-5,6,8,8a,9,10-hexa-hydro-10,12a-epoxy-isoindolo[1,2-a]isoquinolinium iodide.

Journal: Acta crystallographica. Section E, Structure reports online 20100601

Title: Mechanism study of the gold-catalyzed cycloisomerization of alpha-aminoallenes: oxidation state of active species and influence of counterion.

Journal: The journal of physical chemistry. A 20100408

Title: Stereoselective synthesis of an active metabolite of the potent PI3 kinase inhibitor PKI-179.

Journal: The Journal of organic chemistry 20100305

Title: Total synthesis of uniflorine A, casuarine, australine, 3-epi-australine, and 3,7-di-epi-australine from a common precursor.

Journal: The Journal of organic chemistry 20100205

Title: Formation of N-alkylpyrroles via intermolecular redox amination.

Journal: Journal of the American Chemical Society 20091125

Title: An efficient synthetic approach to polycyclic 2,5-dihydropyrroles from alpha-silyloxy ketones.

Journal: The Journal of organic chemistry 20091106

Title: Zn and Fe complexes containing a redox active macrocyclic biquinazoline ligand.

Journal: Inorganic chemistry 20090406

Title: Annulations of enantioenriched allenylsilanes with in situ generated iminium ions: stereoselective synthesis of diverse heterocycles.

Journal: Organic letters 20090115

Title: Knorr-Rabe partial reduction of pyrroles: application to the synthesis of indolizidine alkaloids.

Journal: Beilstein journal of organic chemistry 20080101

Title: Identification of novel chemical inhibitors for ubiquitin C-terminal hydrolase-L3 by virtual screening.

Journal: Bioorganic & medicinal chemistry 20071101

Title: Microwave-assisted preparations of dihydropyrroles from alkenone O-phenyl oximes.

Journal: Chemical communications (Cambridge, England) 20071021

Title: TD-DFT investigation of diarylethene dyes with cyclopentene, dihydrothiophene, and dihydropyrrole bridges.

Journal: The journal of physical chemistry. A 20070628

Title: The double reduction of cyclic sulfonamides for the synthesis of (4S-Phenylpyrrolidin-2R-yl)methanol and 2S-methyl-4S-phenylpyrrolidine.

Journal: The Journal of organic chemistry 20070302

Title: Highly potent 3-pyrroline mechanism-based inhibitors of bovine plasma amine oxidase and mass spectrometric confirmation of cofactor derivatization.

Journal: Bioorganic & medicinal chemistry 20070215

Title: Total synthesis, molecular editing and evaluation of a tripyrrolic natural product: the case of 'butylcycloheptylprodigiosin'.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20070101

Title: Design and synthesis of a 3,4-dehydroproline amide discovery library.

Journal: Journal of combinatorial chemistry 20070101

Title: Efficient approach to the Azaspirane core of FR 901483.

Journal: Organic letters 20061012

Title: Study on photochromism of diarylethenes with a 2,5-dihydropyrrole bridging unit: a convenient preparation of 3,4-diarylpyrroles from 3,4-diaryl-2,5-dihydropyrroles.

Journal: The Journal of organic chemistry 20050624

Title: Molecular structure of 2,5-dihydropyrrole (C4NH7), obtained by gas-phase electron diffraction and theoretical calculations.

Journal: The journal of physical chemistry. A 20050609

Title: In vitro antifungal activity of 2-(3,4-dimethyl-2,5-dihydro-1H-pyrrol-2-yl)-1-methylethyl pentanoate, a dihydropyrrole derivative.

Journal: Journal of medical microbiology 20050601

Title: Chiral oxime ethers in asymmetric synthesis. O-(1-Phenylbutyl)benzyloxyacetaldoxime, a versatile reagent for the asymmetric synthesis of protected 1,2-aminoalcohols, alpha-amino acid derivatives, and 2-hydroxymethyl nitrogen heterocycles including iminosugars.

Journal: Organic & biomolecular chemistry 20050407

Title: Synthesis of 4-aryl-2-pyrrolidones and beta-aryl-gamma-amino-butyric acid (GABA) analogues by Heck arylation of 3-pyrrolines with arenediazonium tetrafluoroborates. Synthesis of (+/-)-rolipram on a multigram scale and chromatographic resolution by semipreparative chiral simulated moving bed chromatography.

Journal: The Journal of organic chemistry 20050204

Title: SM-216601, a novel parenteral 1beta-methylcarbapenem: structure-activity relationships of antibacterial activity and neurotoxicity in mice.

Journal: The Journal of antibiotics 20050201

Title: Characterization of human liver cytochrome P450 enzymes involved in the metabolism of a new H+/K+-ATPase inhibitor KR-60436.

Journal: Toxicology letters 20050115

Title: Solvent-dependent chemoselectivities in additions of beta-carbonyl imines to allyltrimethylsilane with CTAN.

Journal: The Journal of organic chemistry 20040917

Title: Adsorption of 3-pyrroline on Si(100) from first principles.

Journal: The Journal of chemical physics 20040522

Title: Fragmentation patterns of novel dispirocyclopiperazinium dibromides with strong analgesic activity under electrospray ionization tandem mass spectrometry conditions.

Journal: Rapid communications in mass spectrometry : RCM 20040101

Title: Synthesis and insecticidal activity of novel N-oxydihydropyrrole derivatives with a substituted spirocyclohexyl group.

Journal: Bioscience, biotechnology, and biochemistry 20030601

Title: A stereoselective and short total synthesis of the polyhydroxylated gamma-amino acid (-)-detoxinine, based on stereoselective preparation of dihydropyrrole derivatives from lithiated alkoxyallenes.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20030317

Title: Synthesis and insecticidal activity of novel dihydropyrrole derivatives with N-sulfanyl, sulfinyl, and sulfonyl moieties.

Journal: Bioorganic & medicinal chemistry 20030220

Title: Synthesis and insecticidal activity of N-oxydihydropyrroles: 4-hydroxy-3-mesityl-5,5-dimethyl derivatives with various substituents at the 1-position.

Journal: Bioscience, biotechnology, and biochemistry 20021101

Title: 3-pyrrolines are mechanism-based inactivators of the quinone-dependent amine oxidases but only substrates of the flavin-dependent amine oxidases.

Journal: Journal of the American Chemical Society 20021016

Title: 3-Pyrroline containing arylacetamides: a novel series of remarkably selective kappa-agonists.

Journal: Bioorganic & medicinal chemistry letters 20020902

Title: Enantioselective total syntheses of manzamine a and related alkaloids.

Journal: Journal of the American Chemical Society 20020724

Title: LC-MS/MS identification of in vitro metabolites of a new H+/K+ ATPase inhibitor, KR-60436 produced by rat and human liver microsomes.

Journal: Journal of pharmaceutical and biomedical analysis 20020601

Title: A convenient method for 3-pyrroline synthesis.

Journal: Organic letters 20011018

Title: [Development of aziridination and azetizination reactions of amino allenes using a palladium catalyst].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20011001

Title: Stereoselective synthesis of 2-alkenylaziridines and 2-alkenylazetidines by palladium-catalyzed intramolecular amination of alpha- and beta-amino allenes.

Journal: The Journal of organic chemistry 20010713

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