Melting point	118-122 ºC

Symbol(GHS)	Xi
Hazard Codes	R36/37/38
SDS/MSDS	S26;S36

Source	SDS/MSDS Samples
Sigma-Aldrich	View & Download
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Synthetic Route

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Articles

Peer-Reviewed Papers

Total synthesis of (-)-quinocarcin by gold(I)-catalyzed regioselective hydroamination.Hiroaki Chiba et al.Angewandte Chemie (International ed. in English), 51(36), 9169-9172 (2012-08-15) Enantioselective construction of a polyhydroxylated pyrrolidine skeleton from 3-vinylaziridine-2-carboxylates: synthesis of (+)-DMDP and a potential common intermediate for (+)-hyacinthacine A1 and (+)-1-epi-australine.Yukari Kondo et al.The Journal of organic chemistry, 77(18), 7988-7999 (2012-08-18) Synthesis and characterization of novel soluble fulleropyrrolidine derivatives and their photovoltaic performance.Dongbo Mi et al.Journal of nanoscience and nanotechnology, 13(5), 3474-3479 (2013-07-19) A synthetic method to access symmetric and non-symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles.Alejandro Cruz et al.Molecules (Basel, Switzerland), 17(9), 10178-10191 (2012-08-28) 3-Azatetracyclo[5.2.1.1(5,8).0(1,5)]undecane derivatives: from wild-type inhibitors of the M2 ion channel of influenza A virus to derivatives with potent activity against the V27A mutant.Matias Rey-Carrizo et al.Journal of medicinal chemistry, 56(22), 9265-9274 (2013-11-19) Synthesis and biological evaluation of 4-hydroxy-4-(4-methoxyphenyl)-substituted proline and pyrrolidin-2-ylacetic acid derivatives as GABA uptake inhibitors.Xueqing Zhao et al.Bioorganic & medicinal chemistry, 21(2), 470-484 (2012-12-19) New ester based gemini surfactants: the effect of different cationic headgroups on micellization properties and viscosity of aqueous micellar solution.Avinash Bhadani et al.Physical chemistry chemical physics : PCCP, 17(29), 19474-19483 (2015-07-07) A combined high-field EPR and quantum chemical study on a weakly ferromagnetically coupled dinuclear Mn(III) complex. A complete analysis of the EPR spectrum beyond the strong coupling limit.Marius Retegan et al.Physical chemistry chemical physics : PCCP, 15(1), 223-234 (2012-11-20) A synthetic method to access symmetric and non-symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles.Alejandro Cruz et al.Molecules (Basel, Switzerland), 17(9), 10178-10191 (2012-08-28) Enantioselective construction of a polyhydroxylated pyrrolidine skeleton from 3-vinylaziridine-2-carboxylates: synthesis of (+)-DMDP and a potential common intermediate for (+)-hyacinthacine A1 and (+)-1-epi-australine.Yukari Kondo et al.The Journal of organic chemistry, 77(18), 7988-7999 (2012-08-18) Pyrrolidinyl phenylurea derivatives as novel CCR3 antagonists.Aiko Nitta et al.Bioorganic & medicinal chemistry letters, 22(22), 6876-6881 (2012-10-11) Synthesis of 2,5-bis(spirocyclohexane)-substituted nitroxides of pyrroline and pyrrolidine series, including thiol-specific spin label: an analogue of MTSSL with long relaxation time.Igor A Kirilyuk et al.The Journal of organic chemistry, 77(18), 8016-8027 (2012-08-25) Metabolic Disposition and Elimination of Cyadox in Pigs, Chickens, Carp, and Rats.Huang Lingli et al.Journal of agricultural and food chemistry, 63(22), 5557-5569 (2015-05-15) Enantioselective Rhodium-Catalyzed [2+2+2] Cycloaddition of Pentenyl Isocyanate and 4-Ethynylanisole: Preparation and Use of Taddol-pyrrolidine PhosphoramiditeOberg KM, et al. Organic Syntheses, 91, 150-150 (2014) Facile one-pot synthesis of novel dispirooxindole-pyrrolidine derivatives and their antimicrobial and anticancer activity against A549 human lung adenocarcinoma cancer cell line.Y Arun et al.Bioorganic & medicinal chemistry letters, 23(6), 1839-1845 (2013-02-12) DFT, FT-IR and Raman investigations of 1-pyrrolidino-1-cyclopentene.Gürkan Keşan et al.Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 101, 22-30 (2012-10-27) Preparation of H,4 PyrrolidineQuin-BAM (PBAM)Davis TA, et al Organic Syntheses, 89, 380-393 (2012) Metal?Free One?Pot Oxidative Amination of Aromatic Aldehydes: Conversion of Benzaldehyde to N?Benzoyl Pyrrolidine.Ekoue?Kovi K & Wolf C Organic Syntheses, 1-7 (2010) A novel, potent, and orally active VLA-4 antagonist with good aqueous solubility: trans-4-[1-[[2-(5-Fluoro-2-methylphenylamino)-7-fluoro-6-benzoxazolyl]acetyl]-(5S)-[methoxy(methyl)amino]methyl-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid.Masaki Setoguchi et al.Bioorganic & medicinal chemistry, 21(1), 42-61 (2012-12-12) Structure-based design of 7-azaindole-pyrrolidine amides as inhibitors of 11β-hydroxysteroid dehydrogenase type I.Eric Valeur et al.Bioorganic & medicinal chemistry letters, 22(18), 5909-5914 (2012-08-21) [DNA mimics on the base of pyrrolidine and hydroxyproline].V A Efimov et al.Bioorganicheskaia khimiia, 36(6), 725-746 (2011-02-15) Chirality extension of an oxazine building block en route to total syntheses of (+)-hyacinthacine A2 and sphingofungin B.Seok-Hwi Park et al.Organic & biomolecular chemistry, 13(15), 4539-4550 (2015-03-18) Organocatalytic triazole formation, followed by oxidative aromatization: regioselective metal-free synthesis of benzotriazoles.Dhevalapally B Ramachary et al.Chemistry (Weinheim an der Bergstrasse, Germany), 19(39), 13175-13181 (2013-09-17) Functionalization of the tetrairon cluster Cp4Fe4(CO)4 with fulleropyrrolidine.Wen-Yann Yeh et al.Dalton transactions (Cambridge, England : 2003), 42(34), 12260-12264 (2013-07-13) Rescue of notch-1 signaling in antigen-specific CD8+ T cells overcomes tumor-induced T-cell suppression and enhances immunotherapy in cancer.Rosa A Sierra et al.Cancer immunology research, 2(8), 800-811 (2014-05-17) Isolation, identification and antimicrobial activities of two secondary metabolites of Talaromyces verruculosus.Fang Miao et al.Molecules (Basel, Switzerland), 17(12), 14091-14098 (2012-11-30) Spirocyclic replacements for the isatin in the highly selective, muscarinic M1 PAM ML137: the continued optimization of an MLPCN probe molecule.Michael S Poslusney et al.Bioorganic & medicinal chemistry letters, 23(6), 1860-1864 (2013-02-19) An RNA-seq screen of the Drosophila antenna identifies a transporter necessary for ammonia detection.Karen Menuz et al.PLoS genetics, 10(11), e1004810-e1004810 (2014-11-21) Synthesis and reduction kinetics of sterically shielded pyrrolidine nitroxides.Joseph T Paletta et al.Organic letters, 14(20), 5322-5325 (2012-10-12) Palladium catalyzed cyclizations of oxime esters with 1,1-disubstituted alkenes: synthesis of α,α-disubstituted dihydropyrroles and studies towards an asymmetric protocol.Adele Faulkner et al.Chemical communications (Cambridge, England), 49(15), 1521-1523 (2013-01-17) Transition state analogues of Plasmodium falciparum and human orotate phosphoribosyltransferases.Yong Zhang et al.The Journal of biological chemistry, 288(48), 34746-34754 (2013-10-26) Attractors in Sequence Space: Peptide Morphing by Directed Simulated Evolution.Jan A Hiss et al.Molecular informatics, 34(11-12), 709-714 (2016-01-19) Weak coordination of neutral S- and O-donor proximal ligands to a ferrous porphyrin nitrosyl. Characterization of 6-coordinate complexes at low T.G G Martirosyan et al.Journal of inorganic biochemistry, 121, 129-133 (2013-02-05) P2-substituted N-acylprolylpyrrolidine inhibitors of prolyl oligopeptidase: biochemical evaluation, binding mode determination, and assessment in a cellular model of synucleinopathy.Pieter Van der Veken et al.Journal of medicinal chemistry, 55(22), 9856-9867 (2012-11-06) Highly enantioselective and recyclable organocatalytic Michael addition of malonates to α,β-unsaturated aldehydes in aqueous media.Subrata K Ghosh et al.Organic & biomolecular chemistry, 10(41), 8322-8325 (2012-09-15) Virtual screening and QSAR study of some pyrrolidine derivatives as α-mannosidase inhibitors for binding feature analysis.N S H N Moorthy et al.Bioorganic & medicinal chemistry, 20(24), 6945-6959 (2012-11-16) Metabolism, excretion, and pharmacokinetics of ((3,3-difluoropyrrolidin-1-yl)((2S,4S)-4-(4-(pyrimidin-2-yl)piperazin-1-yl)pyrrolidin-2-yl)methanone, a dipeptidyl peptidase inhibitor, in rat, dog and human.Raman Sharma et al.Drug metabolism and disposition: the biological fate of chemicals, 40(11), 2143-2161 (2012-08-17) Novel 3-O-carbamoyl erythromycin A derivatives (carbamolides) with activity against resistant staphylococcal and streptococcal isolates.Thomas V Magee et al.Bioorganic & medicinal chemistry letters, 23(6), 1727-1731 (2013-02-19) Electrospray ionization mass spectrometry of non-covalent complexes formed between N-alkylimidazolium-containing zwitterionic sulfonates and protonated bases.Anton Podjava et al.European journal of mass spectrometry (Chichester, England), 20(6), 467-475 (2014-01-01) Preparation of N-Sulfinyl Aldimines using Pyrrolidine as Catalyst via Iminium Ion ActivationMorales S, et al. Organic Syntheses, 94, 346-346 (2017) New directions in thermoresponsive polymers.Debashish Roy et al.Chemical Society reviews, 42(17), 7214-7243 (2013-03-02) The discovery of novel potent trans-3,4-disubstituted pyrrolidine inhibitors of the human aspartic protease renin from in silico three-dimensional (3D) pharmacophore searches.Edwige Lorthiois et al.Journal of medicinal chemistry, 56(6), 2207-2217 (2013-02-22) Spiro-fused pyrrolidine, piperidine, and oxindole scaffolds from lactams.Christoph Hirschhäuser et al.Organic letters, 14(18), 4846-4849 (2012-09-06) The synthesis of chiral isotetronic acids with amphiphilic imidazole/pyrrolidine catalysts assembled in oil-in-water emulsion droplets.Boyu Zhang et al.Angewandte Chemie (International ed. in English), 51(52), 13159-13162 (2012-11-20) Prediction of the chromatographic retention of acid-base compounds in pH buffered methanol-water mobile phases in gradient mode by a simplified model.Axel Andrés et al.Journal of chromatography. A, 1385, 42-48 (2015-02-11) o-Aminobenzaldehyde, Redox-Neutral Aminal Formation and Synthesis of DeoxyvasicinoneZhang C, et al. Organic Syntheses, 89, 274-274 (2012) New ester based gemini surfactants: the effect of different cationic headgroups on micellization properties and viscosity of aqueous micellar solution.Avinash Bhadani et al.Physical chemistry chemical physics : PCCP, 17(29), 19474-19483 (2015-07-07) Fulvic acid attenuates homocysteine-induced cyclooxygenase-2 expression in human monocytes.Shao-Ju Chien et al.BMC complementary and alternative medicine, 15, 61-61 (2015-04-19)

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