Tag: M.W=150-200

Dinca, Emanuela; Hartmann, Philip; Smrcek, Jakub; Dix, Ina; Jones, Peter G.; Jahn, Ullrich published the artcile< General and Efficient α-Oxygenation of Carbonyl Compounds by TEMPO Induced by Single-Electron-Transfer Oxidation of Their Enolates>, Formula: C6H10O5, the main research area is alpha oxygenated carbonyl compound preparation; regioselective oxygenation carbonyl compound single electron transfer oxidation; stable free radical TEMPO coupling carbonyl compound; piperidinyloxy ketone ester amide acid nitrile preparation; enolate aggregate influence oxygenation reactions significantly; chemoselective reduction piperidinyloxy compound; hydroxy alpha carbonyl compound preparation; monoprotected diol preparation; amino alc protected preparation.

A generally applicable method for the synthesis of protected α-oxygenated carbonyl compounds is reported. It is based on the single-electron-transfer oxidation of easily generated enolates to the corresponding α-carbonyl radicals. Coupling with the stable free radical TEMPO provides α-(piperidinyloxy) ketones, esters, amides, acids or nitriles in moderate-to-excellent yields. Enolate aggregates influence the outcome of the oxygenation reactions significantly. Competitive reactions have been analyzed and conditions for their minimization are presented. Chemoselective reduction of the products led to either N-O bond cleavage to α-hydroxy carbonyl compounds or reduction of the carbonyl functionality to monoprotected 1,2-diols or O-protected amino alcs.

European Journal of Organic Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent) (enolization and TEMPO-induced single-electron-transfer oxidation of). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Formula: C6H10O5.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Listowsky, Irving; Avigad, Gad; Englard, Sasha published the artcile< Conformational equilibria and stereochemical relations among carboxylic acids>, HPLC of Formula: 617-55-0, the main research area is acyclic acid conformation; conformation acyclic acid; circular dichroism acyclic acid.

The CO spectra of certain acyclic carboxylic acids were surveyed in an effort to study their conformation in solution In aqueous solution the spectra of many α-hydroxy acids were characterized by two overlapping ellipticity bands; a weak one in the 240-mμ spectral region and a more intense one of opposite sign near 210 mμ. At elevated temperatures or in solvents of low dielec. constant, the band of longer wavelength increased in intensity with an attendant decrease in the short-wavelength band. These properties are compatible with the presence of two structural species in equilibrium, and could be related to the contributions of specific rotational isomers of the acids. Conformations with the hydroxyl and carbonyl groups in an eclipsed alignment are designated as preferred. In contrast to the α-hydroxy acids, carboxylic acids with α-alkyl substituents generally showed only a single dichroic band centered near 210 mμ. In general, coplanarity of the carboxyl group and α-substituents was assumed, and interpretations in terms of the preferred orientation of substituents adjacent to the carboxyl group are suggested. The proposed population of rotational isomers was consistent with the observed effects of solvent polarity, temperature, polarity of substituents, and predicted steric interactions. An empirical rule relating the sign of ellipticity and the conformation of these classes of carboxylic acids was applied.

Journal of Organic Chemistry published new progress about Acids Role: PRP (Properties). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, HPLC of Formula: 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Muraoka, Osamu; Toyooka, Naoki; Ohshima, Yumiko; Narita, Norihiko; Momose, Takefumi published the artcile< Synthesis of natural (S)-(-)-tulipalin B starting from L-malic acid as a chiral pool>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is tulipalin B total synthesis enantioselectivity; malic acid chiral synthon tulipalin B.

Naturally occurring tulipalin B (I) was prepared enantioselectively from chiral synthon L-malic acid (II) in 15% yield.

Heterocycles published new progress about Chiral synthons. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Strazzolini, Paolo; Verardo, Giancarlo; Gorassini, Fausto; Giumanini, Angelo G. published the artcile< Orientation effect of side chain substituents in aromatic substitution. Induced ortho nitration>, Application In Synthesis of 30095-98-8, the main research area is ortho nitration toluene derivative regiochem; benzeneacetic acid ortho nitration.

The presence of a free carboxyl or ester function on the α-carbon of toluene induces the nitration of the Ph ring in the ortho position at or above the statistical value (chaperon effect), when pure HNO3 is used in CH2Cl2 solution This is at variance with the results of classical nitration in H2SO4, where p-nitration predominates by far and m-nitration occurs to a remarkable extent. The new finding is explained in terms of precomplex formation.

Bulletin of the Chemical Society of Japan published new progress about Nitration. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Application In Synthesis of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Roy, Sourav; Kumar, Gourav; Chatterjee, Indranil published the artcile< Photoinduced Diverse Reactivity of Diazo Compounds with Nitrosoarenes>, HPLC of Formula: 94-02-0, the main research area is nitrosobenzene aralkyl diazoacetate oxygen transfer photochem; alkyl oxo aryl acetate preparation; nitrosoarene aralkyl diazoacetate regioselective cycloaddition photochem; aralkyl oxazetidinone preparation.

A diverse reactivity of diazo compounds with nitrosobenzene in an oxygen-transfer process and a formal [2 + 2] cycloaddition was reported. Nitosoarene was exploited as a mild oxygen source to oxidize an in-situ generated carbene intermediate under visible-light irradiation UV-light-mediated in-situ generated ketenes reacted with nitosobenzenes to deliver oxazetidine derivatives These operationally simple processes exemplify a transition-metal-free and catalyst-free protocol to give structurally diverse α-ketoesters or oxazetidines.

Organic Letters published new progress about [2+2] Photocycloaddition reaction. 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, HPLC of Formula: 94-02-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Gong, Ming; Kim, Jung Keun; Zhao, Xiuli; Li, Yabo; Zhang, Jianye; Huang, Mengmeng; Wu, Yangjie published the artcile< Visible-light-induced α-oxyamination of 1,3-dicarbonyls with TEMPO via a photoelectrocatalytic process applying a DSSC anode or in a DSSC system>, COA of Formula: C11H12O3, the main research area is oxyamination dicarbonyls TEMPO photoelectrocatalytic DSSC.

A green and environmentally friendly photoelectrocatalytic one-pot method was developed for the α-oxyamination between 1,3-dicarbonyls and TEMPO via a photoelectrocatalytic process using visible light as the energy source. The recovered DSSC anode (photocatalyst) could be used > 8 times, at the same time, the α-oxyamination reaction proceeding in the DSSC device might be involved in the photoelectrocatalysis process. Mechanistic studies establish that the reaction might undergo both the visible-light-induced radical and the ionic reaction processes.

Green Chemistry published new progress about 1,3-Dicarbonyl compounds Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, COA of Formula: C11H12O3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Pommier, Agnes; Pons, Jean-Marc; Kocienski, Philip J. published the artcile< The First Total Synthesis of (-)-Lipstatin>, Electric Literature of 617-55-0, the main research area is asym synthesis lipstatin; stereoselective cycloaddition silylketene tetradecadienal.

A key step in the first total synthesis of the potent pancreatic lipase inhibitor (-)-lipstatin (I) is a diastereoselective Lewis acid-promoted [2 + 2] cycloaddition reaction between (trimethylsilyl)ketene Me(CH2)5C(SiMe3):CO and tetradecadienal II (TBS = Me3CSiMe2), which is prepared from di-Me (S)-(-)-malate.

Journal of Organic Chemistry published new progress about [2+2] Cycloaddition reaction. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Electric Literature of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Morita, Iwao; Haruta, Yuko; Tomita, Toshio; Tsuda, Masami; Kandori, Kazuhisa; Kise, Masahiro; Kimura, Kiyoshi published the artcile< Syntheses and antihypertensive activities of 1,4-dihydropyridine-5-phosphonate derivatives. III>, COA of Formula: C7H12O5, the main research area is cyclocondensation arylideneacetonylphosphonate aminocrotonate; hydropyridinephosphonate preparation antihypertensive activity; pyridinephosphonate phenyldihydro preparation antihypertensive activity.

Phenyldihydropyridinephosphonates I [RR = (CH2)3, CH2CMe2CH2; R = CO2Me, allyl; R1 = 2-NO2, 2-CF3, 2-OCHF2, 3-NO2; R2 = Me, CH2CHMe2, CH2CH2OCH2Ph, CH2CH2OMe, CH2CH2NMeCH2Ph, allyl; R3 = Me, Et, Pr, allyl, CH2Ph, CH2CH2OMe, NMe2; R4 = Me] were prepared by the cyclocondensation reaction of R3NHCMe:CHCO2R2 with R1C6H4CH:CAcP(O)(OR)2 (II). I [R = allyl, RR = (CH2)3; R1 = 2-NO2, 3-NO2, 2-CF3; R2 = Me; R3 = H; R4 = CH(OMe)2] were prepared similarly by the reaction of II with (MeO)2CHC(NH2):CHCO2Me. I [R4 = CH(OMe)2] was deprotected to give I (same R-R3; R4 = CHO). The latter were converted to I (R4 = CH2OH, CH:NOH, cyano). I were all tested for antihypertensive activity in normotensive and spontaneously hypertensive rats. I [RR = (CH2)3, R1 = 2-NO2, R2 = Me, R3 = R4 = Me] shows higher antihypertensive activity than nifedipine, but lower than DHP-218.

Chemical & Pharmaceutical Bulletin published new progress about Antihypertensives. 60705-25-1 belongs to class esters-buliding-blocks, and the molecular formula is C7H12O5, COA of Formula: C7H12O5.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Surakanti, Ramu; Sanivarapu, Sumalatha; Thulluri, Chiranjeevi; Iyer, Pravin S.; Tangirala, Raghuram S.; Gundla, Rambabu; Addepally, Uma; Murthy, Y. L. N.; Velide, Lakshmi; Sen, Subhabrata published the artcile< Synthesis of privileged scaffolds by using diversity-oriented synthesis>, Name: Methyl 2-(2-nitrophenyl)acetate, the main research area is pyrrolidine indoline cyclotryptamine preparation anticancer antibacterial; spiro indoline preparation anticancer antibacterial.

An elegant reagent-controlled strategy has been developed for the generation of a diverse range of biol. active scaffolds from a chiral bicyclic lactam. Reduction of the chiral lactam with LAH or alkylation with LHMDS to trigger different cyclization reactions have been shown to generate privileged scaffolds, such as pyrrolidines, indolines, and cyclotryptamines. Their amenability to substitution allows us to create various compound libraries by using these scaffolds. In silico studies were used to estimate the drug-like properties of these compounds Selected compounds were subjected to anticancer screening by using three different cell lines. In addition, all these compounds were subjected to antibacterial screening to gauge the spectrum of biol. activity that was conferred by our DOS methodol. Gratifyingly, with no addnl. iterative cycles, our method directly generated anticancer compounds with potency at low nanomolar concentrations, as represented by spiroindoline I.

Chemistry – An Asian Journal published new progress about Antibacterial agents. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Name: Methyl 2-(2-nitrophenyl)acetate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Zhu, Jie S.; Son, Jung-Ho; Teuthorn, Andrew P.; Haddadin, Makhluf J.; Kurth, Mark J.; Tantillo, Dean J. published the artcile< Diverting Reactive Intermediates Toward Unusual Chemistry: Unexpected Anthranil Products from Davis-Beirut Reaction>, Formula: C9H9NO4, the main research area is interrupted Davis Beirut reaction anthranil preparation.

The discovery of a new variation on the Davis-Beirut reaction is described in which an atypical heterocyclic framework (the anthranil or benzo[c]isoxazole framework) is formed as the result of diversion of a key reactive intermediate away from its expected reactivity – a potentially general approach to reaction design and development. Exptl. and computational support for the proposed mechanism and origins of altered reactivity are described.

Journal of Organic Chemistry published new progress about Aromatic nitro compounds Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Formula: C9H9NO4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics