2806-84-0Relevant academic research and scientific papers
Novel synthetic routes of 3-methoxypropanal from glycerol
Chen, Jin,Du, Xiaohua
, p. 1376 - 1380 (2011)
A new synthesis of 3-methoxypropanal from glycerol was presented. With this new approach, the conversion of glycerol to 3-methoxypropanal can be effected in moderate yield using catalysts of copper sulfate and polyethylene glycol (PEG).
A porphycene-gentamicin conjugate for enhanced photodynamic inactivation of bacteria
Agut, Montserrat,Hally, Cormac,Nieves, Ingrid,Nonell, Santi,Viappiani, Cristiano
, (2020)
A novel photoantimicrobial agent, namely 2-aminothiazolo[4,5-c]-2,7,12,17-tetrakis(methoxyethyl)porphycene (ATAZTMPo-gentamicin) conjugate, has been prepared by a click reaction between the red-light absorbing 9-isothiocyanate-2,7,12,17-tetrakis(methoxyethyl)porphycene (9-ITMPo) and the antibiotic gentamicin. The conjugate exhibits submicromolar activity in vitro against both Gram-positive and Gram-negative bacteria (Staphylococcus aureus and Escherichia coli, respectively) upon exposure to red light and is devoid of any cytotoxicity in the dark. The conjugate outperforms the two components delivered separately, which may be used to enhance the therapeutic index of gentamicin, broaden the spectrum of pathogens against which it is effective and reduce its side effects. Additionally, we report a novel straightforward synthesis of 2,7,12,17-tetrakis(methoxyethyl) porphycene (TMPo) that decreases the number of steps from nine to six.
Reactivity of some tertiary chlorides with olefinic and methoxy neighboring groups. A case of extended π, n-participation
Juric, Sandra,Kronja, Olga
, p. 556 - 560 (2002)
Tertiary 2-chloro-2-methyl-5-methoxypentane (2) solvolyzes with a significantly reduced secondary β-deuterium kinetic isotope effect (substrate with two trideuteromethyl groups), and with smaller entropy and enthalpy of activation than the reference saturated analog 4 [kH/kD = 1.35±0.01 VS kH/kD = 1.79 ± 0.01; ΔΔH≠ = -11 kJ mol-1; ΔΔS≠ = -30 J mol-1 K-1, in 80% (v/v) aqueous ethanol], indicating participation of the methoxy group in the rate-determining step. 2-Chloro-2,5-dimethyl-8-methoxy-5(E)-octene (3) solvolyzes with a further reduction of the isotope effect, and drastically smaller activation parameters [kH/kD = 1.16 ± 0.01; ΔΔH≠ = -33 kJ mol-1; ΔΔS≠ = -106 J mol-1 K-1, in 80% (v/v) aqueous ethanol], suggesting that the solvolysis of 3 proceeds with extended π, n-participation, i.e. the assistance of both neighboring groups occurs in the rate-determining step. Copyright
Formation of β-Oxo- N-vinylimidates via Intermolecular Ester Incorporation in Huisgen Cyclization/Carbene Cascade Reactions
Wang, Qinxuan,May, Jeremy A.
supporting information, p. 9579 - 9584 (2021/01/09)
Unusual intermolecular trapping of esters by carbenes generated via a Huisgen cyclization/retroelectrocyclization/dediazotization cascade reaction is presented. β-Oxo-N-vinylimidates could be obtained in one step from propargyl carbonazidates. Mechanistic control experiments suggested reversible dipole formation by ester addition to the carbene, and nitrogen attack to the ester carbonyl was irreversibly followed by stereoselective decarboxylative elimination to give the Z-vinyl imidate. The cross-conjugated enone, imidate, and enamine functional groups in the β-oxo-N-vinylimidates offer novel syntheses of functionalized oxazoles.
Dinuclear half-sandwich iridium complex containing bisimine ligand and preparation method and application thereof
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Paragraph 0036; 0037; 0038, (2019/04/17)
The invention belongs to the technical field of synthetic chemistry and relates to a dinuclear half-sandwich iridium complex containing bisimine ligand and a preparation method and application thereof. Pentamethylcyclopentadienyl iridium chloride dimer [(C5Me5)IrCl2]2 is used as a raw material subjected to reaction with pyrrole ring-containing bisimine ligand under alkaline conditions to prepare the finished N,N-coordinated dinuclear half-sandwich iridium complex. The synthetic process herein is simple and green and has good selectivity and high yield; the dinuclear half-sandwich iridium complex herein has stable physio-chemical properties and thermal stability and the like and shows efficient catalytic activity in the reaction where halogenated hydrocarbons are oxidized into correspondingaldehydes.
ANTIVIRAL COMPOUNDS
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Paragraph 0137, (2018/04/13)
The present invention relates to novel compounds of general formula (I) wherein the groups X, and R1 to R4 have the meanings given in the description and claims, process for preparing these compounds and their use as for treating, preventing or ameliorating viral infections and their use for treating, preventing or ameliorating diseases which are associated with PLA2G16.
Gas-Phase Reaction of Methyl n-Propyl Ether with OH, NO3, and Cl: Kinetics and Mechanism
Zhu, Jianqiang,Wang, Shuyan,Tsona, Narcisse T.,Jiang, Xiaotong,Wang, Yifeng,Ge, Maofa,Du, Lin
, p. 6800 - 6809 (2017/09/23)
Rate constants at room temperature (293 ± 2 K) and atmospheric pressure for the reaction of methyl n-propyl ether (MnPE), CH3OCH2CH2CH3, with OH and NO3 radicals and the Cl atom have been determined in a 100 L FEP-Teflon reaction chamber in conjunction with gas chromatography-flame ionization detector (GC-FID) as the detection technique. The obtained rate constants k (in units of cm3 molecule-1 s-1) are (9.91 ± 2.30) × 10-12, (1.67 ± 0.32) × 10-15, and (2.52 ± 0.14) × 10-10 for reactions with OH, NO3, and Cl, respectively. The products of these reactions were investigated by gas chromatography-mass spectrometry (GC-MS), and formation mechanisms are proposed for the observed reaction products. Atmospheric lifetimes of the studied ether, calculated from rate constants of the different reactions, reveal that the dominant loss process for MnPE is its reaction with OH, while in coastal areas and in the marine boundary layer, MnPE loss by Cl reaction is also important.
Zeolite-supported iron catalysts for allyl alcohol synthesis from glycerol
Sánchez,Dlugogorski,Kennedy,Stockenhuber
, p. 130 - 142 (2015/11/24)
Under most reaction conditions studied, acrolein is reported as the primary product in the conversion of glycerol over zeolites. In such processes, acrolein forms at relatively high yields, with negligible allyl alcohol selectivity. In this contribution, we report the development of ZSM5-supported iron catalysts, modified by rubidium deposition, as stable materials for production of allyl alcohol from glycerol. Our results demonstrate a reduced rate of formation of acrolein over modified catalysts. Both unmodified and modified catalysts were analysed by inductively coupled plasma optical emission spectrometry, nitrogen adsorption, scanning electron microscope, X-ray diffraction, ammonia temperature programmed desorption, X-ray photoelectron spectroscopy and ultraviolet-visible spectroscopy. These techniques revealed that differences in product distribution and catalyst performance are due to the combined effects of iron loading, catalyst acidity and changes in the porosity of the catalyst.
NRF2 REGULATORS
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Page/Page column 489, (2015/07/07)
The present invention relates to bis aryl analogs, pharmaceutical compositions containing them and their use as Nrf2 regulators.
Reaction of HppE with substrate analogues: Evidence for carbon-phosphorus bond cleavage by a carbocation rearrangement
Chang, Wei-Chen,Mansoorabadi, Steven O.,Liu, Hung-Wen
supporting information, p. 8153 - 8156 (2013/07/05)
(S)-2-Hydroxypropylphosphonic acid ((S)-2-HPP) epoxidase (HppE) is an unusual mononuclear non-heme iron enzyme that catalyzes the oxidative epoxidation of (S)-2-HPP in the biosynthesis of the antibiotic fosfomycin. Recently, HppE has been shown to accept (R)-1-hydroxypropylphosphonic acid as a substrate and convert it to an aldehyde product in a reaction involving a biologically unprecedented 1,2-phosphono migration. In this study, a series of substrate analogues were designed, synthesized, and used as mechanistic probes to study this novel enzymatic transformation. The resulting data, together with insights obtained from density functional theory calculations, are consistent with a mechanism of HppE-catalyzed phosphono group migration that involves the formation of a carbocation intermediate. As such, this reaction represents a new paradigm for biological C-P bond cleavage.
