1192-29-6

Usage

Chemical Properties

Colorless Oil

Uses

Flavoring compounds found in Chinese noodles and rice.

InChI:InChI=1/C6H11N/c1-2-6-4-3-5-7-6/h2-5H2,1H3

Upstream product

• 1551-06-0 2-ethyl-1H-pyrrole 
• 628-20-6 4-Chlorobutyronitrile 
• 925-90-6 ethylmagnesium bromide 
• 14468-90-7 N-trimethylsilyl-pyrrolidin-2-one 
• 811-49-4 ethyllithium 
• 77015-41-9 N-Propionyl-pyrrolidon-(2) 
• 55108-01-5 1-aminohex-trans-4-ene 
• 34825-70-2 hex-5-en-1-amine 
• 96319-44-7 2-Pyrrolidin-(2Z)-ylidene-propionic acid ethyl ester 
• 120788-31-0 1-amino-4-hexyne 
• 872-32-2 2-methyl-1H-pyrroline 
• 74-88-4 methyl iodide 
• 14267-92-6 1-chloro-4-pentyne 
• 28077-73-8 6-chlorohex-2-yne 

Downstream Products

• 1003-28-7 2-ethyl-pyrrolidine 
• 78744-78-2 2-<β-(2'-Hydroxyphenyl)-α-methyl-ethyl>-Δ1-pyrrolin 
• 85213-22-5 2-acetyl-1-pyrrolidine 

Relevant academic research and scientific papers

PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE AMINE DERIVATIVE

Optically active amine derivatives are produced by acting on imine derivatives with a culture of microorganisms having the ability to stereoselectively reduce the compounds, microbial cells, or processed products thereof, followed by collecting the generated optically active amine derivatives. Optically active amine derivatives obtained in the present invention are useful as materials for pharmaceutical agents. The present invention enables, for example, production of an optically active compound represented by formula (IV): (wherein R group represents an alkyl group having one to three carbon atoms; and n represents an integer of 1 to 4).

PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE AMINE DERIVATIVE

Novel enzymes that stereoselectively reduce imine derivatives were isolated and purified, and polynucleotides encoding the enzymes were cloned. Optically active amine derivatives were produced by acting on imine derivatives with a culture of microorganisms having the ability to stereoselectively reduce the compounds, microbial cells or processed products thereof, and/or imine reductases thereof, followed by collecting the generated optically active amine derivatives. The present invention enables, for example, production of an optically active compound represented by formula (IV): (wherein R group represents an alkyl group having one to three carbon atoms; and n represents an integer of 1 to 4).

Intramolecular hydroamination of aminoalkynes with silver-phenanthroline catalysts

(Chemical Equation Presented) Intramolecular hydroamination of several aminoalkynes catalyzed by silver-phenanthroline complexes is reported. This catalyst system complements previous protocols by employing air- and moisture-stable complexes without compromising activity or reaction control. Some of the hydroamination products are subject to a useful aerobic oxidation. Silver-phenanthroline complexes have successfully demonstrated efficacy in the desymmetrization of a prochiral diyne.

A general method for the synthesis of the most powerful naturally?occurring Maillard flavors

The natural flavors 2-acetyl-1-pyrroline 1a, 2-propionyl-1-pyrroline 1b, 2-acetyl-3,4,5,6-tetrahydropyridine 1c, 2-acetyl-2-thiazoline 1d, 2-propionyl-2-thiazoline 1e, and the artificial flavor 2-acetyl-5,6-dihydro-4H-1,3-thiazine 1f have been prepared by catalytic SeO2 oxidation of the corresponding cyclic imines 6a-c and sulfur cyclic imines 7a-c using TBHP as co-oxidant. The oxidation of the pyrrolines 1a and b is completely regioselective. Professional olfactory evaluation together with the odor threshold of the new flavor 1f is reported.

Constrained geometry organoactinides as versatile catalysts for the intramolecular hydroamination/cyclization of primary and secondary amines having diverse tethered C-C unsaturation

A series of "constrained geometry" organoactinide complexes, (CGC)An(NMe)2 (CGC = Me2-Si(η5-Me 4C5)(tBuN); An = Th, 1; U, 2), has been prepared via efficient in situ, two-step protodeamination routes in good yields and high purity. Both 1 and 2 are quantitatively converted to the neutrally charged, solvent-free dichlorides (1-Cl2, 2-Cl2) and slightly more soluble diiodides (1-I2, 2-I2) with excess Me3Si-X (X = Cl, I) in non-coordinating solvents. The new complexes were characterized by NMR spectroscopy, elemental analysis, and (for 1 and 2) single-crystal X-ray diffraction, revealing substantially increased metal coordinative unsaturation vs the corresponding Me2SiCp″ 2AnR2 (Cp″ = η5-Me4C 5; An = Th, R = CH2-(SiMe3), 3; An = U, R = CH2Ph, 4) and Cp′2AnR2 (Cp′ = η5-Me5C5 ; An = Th, R = CH 2(SiMe3), 5; An = U, R = CH2(SiMe3), 6) complexes. Complexes 1-6 exhibit broad applicability for the intramolecular hydroamination of diverse C-C unsaturations, including terminal and internal aminoalkenes (primary and secondary amines), aminoalkynes (primary and secondary amines), aminoallenes, and aminodienes. Large turnover frequencies (N t up to 3000 h-1) and high regioselectivities (≥95%) are observed throughout, along with moderate to high diastereoselectivities (up to 90% trans ring closures). With several noteworthy exceptions, reactivity trends track relative 5f ionic radii and ancillary ligand coordinative unsaturation. Reactivity patterns and activation parameters are consistent with a reaction pathway proceeding via turnover-limiting C=C/C=C insertion into the An-N σ-bond.

Mechanistic investigation of intramolecular aminoalkene and aminoalkyne hydroamination/cyclization catalyzed by highly electrophilic, tetravalent constrained geometry 4d and 5f complexes. Evidence for an M-N σ-bonded insertive pathway

A mechanistic study of intramolecular hydroamination/cyclization catalyzed by tetravalent organoactinide and organozirconium complexes is presented. A series of selectively substituted constrained geometry complexes, (CGC)M(NR 2)Cl (CGC = [Mes

Intramolecular cyclization of aminoalkynes catalyzed by PdMo 3S4 cubane clusters

PdMo3S4 cubane clusters [(Cp*Mo) 3(μ3-S)4Pd(L)][PF6] (Cp* = η5-C5Me5; L = dba (2), ma (3); dba = dibenzylideneacetone, ma = maleic anhydride) showed high catalytic activity for the intramolecular hydroamination of aminoalkynes to afford the corresponding cyclic imines in good yields under mild conditions. A molecular structure of 3 has been determined by X-ray diffraction study. Copyright

4-Pyridyl-and 2,4-pyrimidinyl-substituted pyrrole derivatives and their use in pharmacy

The present invention relates to 4-pyridyl- und 2,4-pyrimidinyl-substituted pyrrole derivatives and their use in pharmacy, of the formula 1 in which the variables have the meanings indicated in the description. The compounds according to the invention have immunomodulating and/or cytokine release-inhibiting action and are therefore utilizable for the treatment of disorders which are connected with a disturbance of the immune system.

FUSED PYRROLE COMPOUNDS, PHARMACEUTICAL AGENTS CONTAINING THE SAME, AND THE USE THEREOF

The present invention relates to fused pyrrole compounds of the formula 1. in which at least one of the radicals R1, R2, R3 is 4-sulphur-substituted phenyl. These compounds are in particular pyrrolizines, indolizines and heteroanalogues having selective inhibitory action on isoenzyme-2 of prostaglandin H synthase (COX-2). The invention also relates to pharmaceutical compositions which contain these compounds; and the use of these compounds for the treatment of disorders of the rheumatic type.

Ruthenium-catalyzed intramolecular hydroamination of aminoalkynes

Low-valent ruthenium complexes with a π-acidic ligand, such as Ru(η6-cot)(dmfm)2 [cot=1,3,5-cyclooctatriene, dmfm=dimethyl fumarate] and Ru3(CO)12, showed high catalytic activity for the intramolecular hydroamination of aminoalkynes. The reaction is highly regioselective, in which a nitrogen atom is selectively attached to an internal carbon of alkynes to give five-, six-, and seven-membered nitrogen heterocycles as well as indoles in good to high yields.