Category: 1690-74-0

Gawley, Robert E. published the artcileAlkylation of 2-lithio-N-methylpiperidines and -pyrrolidines: scope, limitations, and stereochemistry, Formula: C8H15NO2, the main research area is alkylation lithio piperidine pyrrolidine stereochem.

The scope and limitations of the alkylation of racemic and nonracemic 2-lithiopiperidines and 2-lithiopyrrolidines, obtained by transmetalation of the corresponding stannanes, is reported. These organolithiums react with a variety of electrophiles to afford 2-substituted pyrrolidines and piperidines in excellent yield. With primary alkyl halides the reaction proceeds with net inversion of configuration at the metal-bearing carbon in the piperidines; in the pyrrolidines there is a mixture of inversion and retention, with the former predominating. With most carbonyl electrophiles (carbon dioxide, di-Me carbonate, Me chloroformate, pivaloyl chloride, benzaldehyde, and dialkyl ketones), retention is observed in both cases. Electrophiles such as benzophenone, benzyl bromide, and tert-Bu bromoacetate afford racemic coupling products. A mechanistic interpretation is presented.

Journal of Organic Chemistry published new progress about Alkylation. 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Formula: C8H15NO2.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Gomez, Elena published the artcile1,4-Dihydropicolinic acid derivatives: novel NADH analogues with an altered connectivity pattern, Synthetic Route of 1690-74-0, the main research area is alkylpyridinium reduction dithionite dihydropyridine NADH analog preparation.

Sodium dithionite reduction of α-substituted N-alkylpyridinium salts derived from picolinic acid derivatives afforded the corresponding 1,4-dihydropyridines with a new substitution pattern, in which the electron-withdrawing group is at the α-position. These compounds promote biomimetic reductions and are hence considered functional NADH analogs.

Tetrahedron Letters published new progress about Reduction. 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Synthetic Route of 1690-74-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Gawley, Robert E. published the artcile2-Lithio-N-methylpiperidine and 2-lithio-N-methylpyrrolidine: configurationally and chemically stable unchelated α-aminoorganolithiums, Computed Properties of 1690-74-0, the main research area is lithiomethylpiperidine preparation configurational stability; lithiomethylpyrrolidine preparation configurational stability; piperidine lithiomethyl preparation configurational stability; pyrrolidine lithiomethyl preparation configurational stability.

Enantiomerically pure 2-lithio-N-methylpiperidine and enantiomerically enriched 2-lithio-N-methylpyrrolidine (94% ee) have been made by tin-lithium exchange and evaluated for their chem. and configurational stability. Both show remarkable stability in the presence of TMEDA, resisting racemization at temperatures up to -40°.

Journal of the American Chemical Society published new progress about Configuration. 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Computed Properties of 1690-74-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Koskinen, Ari published the artcileNovel applications of the modified Polonovski reaction. III. Regiospecific functionalization of carbon atoms α to heterocyclic nitrogen, Recommanded Product: Methyl 1-methylpiperidine-2-carboxylate, the main research area is Polonovski reaction piperidine carboxylate; nitrile piperidine.

A nitrile substituent was introduced at the exocyclic α C atom of the piperidine N, making the center either nucleo- or electrophilic in subsequent transformations. Piperidineacetates I (R1 = Me, Et, Ph, R2 = R3 = H; R1 = R2 = Me, R3 = H; R1 = Me, R2 = H, R3 = Et, Δ3) and II (R4 = CO2Me) were oxidized and the product converted via a modified Polonovski reaction [(F3CCO)2O instead of Ac2O] to the cyano compounds III and II (R4 = cyano), as well as IV and V (R4 = cyano). The generality of the method, along with the ease of operation, high yields, and regiospecificity, make this reaction highly versatile for synthetic purposes.

Tetrahedron published new progress about Polonovski fragmentation. 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Recommanded Product: Methyl 1-methylpiperidine-2-carboxylate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Tiwari, Shashi B. published the artcileSynthesis of 3-(5-bromo-2,3-dimethoxy-phenyl)-[1, 2, 4] oxadiazole analogues and their evaluation as anti-Parkinson’s agents, Computed Properties of 1690-74-0, the main research area is bromo dimethoxyphenyl oxadiazole preparation antiparkinson activity.

A series of 3-(5-bromo-2,3-dimethoxy-phenyl)-[1, 2, 4] oxadiazole derivatives, e.g., I, was prepared and their evaluation for anti-Parkinson’s activity was measured in vivo using albino rats. The result of the biol. activity studies indicated that some of the synthesized compounds have good agonistic activity on the dopamine receptors and a few of them were also found to be free from neurotoxicity. Thus these compounds might be useful ligands for studying the functional role of dopamine receptors in vivo. The high log P value of the compounds indicates that they should easily cross the blood-brain barrier (log P > 2.6).

Medicinal Chemistry Research published new progress about Antiparkinsonian agents. 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Computed Properties of 1690-74-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Freifelder, Morris published the artcileNuclear magnetic resonance spectra of some N-substituted methylamines. II. Effect of acidic conditions, Quality Control of 1690-74-0, the main research area is .

cf. CA 64, 4478f. The N.M.R. spectra of a number of N-substituted methylamines in acidic media are examined Among those studied–RNHCH3 (R is alkyl, aralkyl, cyclic, or cycloalkyl)–the N-methyl signal is a triplet (J = 5.5 cps.) when the spectra are run in various solvents to which hydrochloric acid is added to pH 1.0 or below. Under similar conditions, the spectra of tertiary N-methylamines, where one of the above R groups is substituted for H, show the N-methyl signal as a doublet (J = 4-5.5 cps.). Splitting of the signal among saturated N-methyl heterocycles is observed in strongly acidified solvent only when one N atom is part of the heterocyclic system. In neutral solvent, the spectra of the aforementioned compounds show a single peak for the N-methyl protons in every instance. In the piperazine series, if one ring N is acylated and the spectrum of the 1-acyl-4-methylpiperazine is ran in trifluoroacetic acid, the N-methyl signal is seen as a doublet, otherwise a single peak is noted among other N-methylpiperazines. An attempt is made to classify N-substituted methylamines by means of the N-methyl signal in their spectra in neutral solvent and various acidic media.

Journal of Organic Chemistry published new progress about NMR (nuclear magnetic resonance). 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Quality Control of 1690-74-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Dou, Zhe published the artcileKinetic resolution of nearly sym. 3-cyclohexene-1-carboxylate esters using a bacterial carboxylesterase identified by genome mining, Synthetic Route of 1690-74-0, the main research area is kinetic resolution carboxyesterase enzymic hydrolysis.

A new bacterial carboxylesterase (CarEst3) was identified by genome mining and found to efficiently hydrolyze racemic Me 3-cyclohexene-1-carboxylate (rac-CHCM) with a nearly sym. structure for the synthesis of (S)-CHCM. CarEst3 displayed a high substrate tolerance and a stable catalytic performance. The enantioselective hydrolysis of 4.0 M (560 g·L-1) rac-CHCM was accomplished, yielding (S)-CHCM with a >99% ee, a substrate to catalyst ratio of 1400 g·g-1, and a space-time yield of 538 g·L-1·d-1.

Organic Letters published new progress about Enantioselective biochemical synthesis. 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Synthetic Route of 1690-74-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Choi, Sung-Seen published the artcileAnalysis of cyclic pyrolysis products formed from amino acid monomer, Recommanded Product: Methyl 1-methylpiperidine-2-carboxylate, the main research area is amino acid pyrolysis cyclic product identification GC mass spectrometry.

Amino acid was mixed with silica and tetramethylammonium hydroxide (TMAH) to favor pyrolysis of amino acid monomer. The pyrolysis products formed from amino acid monomer were characterized by GC/MS and GC. Twenty amino acids of alanine, arginine, asparagine, aspartic acid, cysteine, glutamic acid, glutamine, glycine, histidine, isoleucine, leucine, lysine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, and valine were studied. The pyrolysis products were divided into cyclic and noncyclic products. Among the 20 amino acids, arginine, asparagine, glutamic acid, glutamine, histidine, lysine, and phenylalanine generated cyclic pyrolysis products of the monomer. New cyclic pyrolysis products were formed by isolation of amino acid monomers. They commonly had polar side functional groups to 5-, 6-, or 7-membered ring structure. Arginine, asparagine, glutamic acid, glutamine, histidine, and phenylalanine generated only 5- or 6-membered ring products. However, lysine generated both 6- and 7-membered ring compounds Variations of the relative intensities of the cyclic pyrolysis products with the pyrolysis temperature and amino acid concentration were also studied.

Journal of Chromatography A published new progress about Amino acids Role: RCT (Reactant), RACT (Reactant or Reagent). 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Recommanded Product: Methyl 1-methylpiperidine-2-carboxylate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Hegedus, Louis S. published the artcilePhotolytic reactions of chromium aminocarbene complexes. Conversion of amides to α-amino acids, Quality Control of 1690-74-0, the main research area is chromium aminocarbene complex photochem carbonylation; amide complexation pentacarbonylchromium dianion; stereochem carbonylation chromium aminocarbene complex.

A variety of tertiary amides were converted to chromium aminocarbene complexes by reaction with Na2Cr(CO)5 and Me3SiCl. Photolysis of these carbene complexes in MeOH or Me3COH produced α-amino esters in good to excellent yields. Aminocarbene complexes containing chiral oxazolidine groups were synthesized and photolyzed in alc. to produce chiral α-amino esters in 50-93% diastereomeric excesses. Pentacarbonyl[(dibenzylaminomethyl)carbene]chromium(0) was prepared in high yield by the N-benzylation of the corresponding monobenzyl amino complex. Base-assisted alkylation of the Me group with a variety of halides followed by photolysis in MeOH produced the alkylated alanine Me ester in excellent overall yield. Other aminocarbene complexes underwent similar reactions. With chiral, optically active aminocarbene complexes, the alkylated alanine derivative was produced with high diastereoselectivity.

Journal of the American Chemical Society published new progress about Amino acid esters Role: SPN (Synthetic Preparation), PREP (Preparation). 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Quality Control of 1690-74-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem