09/28/21 News Awesome and Easy Science Experiments about C7H6O2

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Reactions of ethyl methylsulfonylpyruvate and its sodium salt with a mixture of aromatic aldehyde and arylamine

The reactions of ethyl methylsulfonylpyruvate and its sodium salt with a mixture of aromatic aldehyde and arylamine afforded 1,5-diaryl-3-hydroxy-4-methylsulfonyl-3-pyrrolin-2-ones. The spatial structure of 1,5-diplienyi-3-liydroxy-4-methylsulfonyl-3-pyrrolin-2-one was established by X-ray diffraction analysis.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

09/27/21 News Something interesting about C7H6O2

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Synthesis of 2,4-Disubstituted Pyrroles by Rearrangements of 2-Furanyl Carbamates

2,4-Disubstituted pyrroles were synthesized by an oxidative rearrangement of a furanyl carbamate followed by sequential reaction of the resulting 5-methoxypyrrol-2(5H)-one with different alkyl lithiates. The final step of the procedure involves heating the ring opened 1-methoxy-5-oxopentylcarbamate with a primary amine.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

9/23 News Top Picks: new discover of C7H6O2

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MIRABIMIDE-E, AN UNUSUAL N-ACYLPYRROLINONE FROM THE BLUE-GREEN-ALGA SCYTONEMA MIRABILE – STRUCTURE DETERMINATION AND SYNTHESIS

Mirabimide E, a solid tumor selective cytotoxin from the terrestrial blue-green alga Scytonema mirabile UH strain BY-8-1, possesses an unprecedented tetrachlorinated ethylene group and has been identified as (5S,2’R,3’R)-N- (anti-8/,8′,9′,9′-tetrachloro-3′-(carbamoyloxy)-2′-methyldecanoyl)-4-methoxy-5-methyl-3-pyrrolin-2-one. The total structure, including absolute stereochemistry, of this novel N-acylpyrrolinone was concluded from a combination of spectral and chemical studies, including stereoselective syntheses of three degradation products, viz. methyl (2R,3R)-anti-8,8,9,9-tetrachloro-3-hydroxy-2-methyldecanoate, (5R,6R)-trans-5-methyl-6-(5,5′,6,6′-tetrachloroheptyl-1-oxa- 3-azacyclohexane-2,4-dione, and (5S)-4-methoxy-5-methyl-3-pyrrolin-2-one and the total synthesis of mirabimide E itself. The influence of the carbamate ester group on the chemical degradation and synthesis of mirabimide E is described.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

17-Sep News Now Is The Time For You To Know The Truth About C7H6O2

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Cycloadditions of Alkenylboronic Derivatives

The literature on cycloaddition reactions of boron-containing alkenes is surveyed with 132 references. The data are categorized according to the reaction type ([2+1], [2+2], [3+2], [4+2], and [4+3] cycloadditions). The cyclopropanation and the Diels-Alder reactions of alkenylboronic derivatives have been studied more or less comprehensively, and for some substrates, they can be considered as convenient methods for the rapid regio- and stereoselective construction of even complex cyclic systems. Other types of the cycloadditions, as well as mechanistic aspects of the processes, have been addressed less thoroughly in the previous works.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

15-Sep-21 News More research is needed about C7H6O2

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The synthesis and cholinesterase inhibitory activities of solasodine analogues with seven-membered F ring

Solasodine analogues containing a seven-membered F ring with a nitrogen atom placed at position 22a were prepared from diosgenin or tigogenin in a four-step synthesis comprising of the simultaneous opening of the F-ring and introduction of cyanide in position 22 alpha, activation of the 26-hydroxyl group as mesylate, nitrile reduction, and N-cyclization. Solasodine, six obtained 22a(N)-homo analogues, as well as four 26a-homosolasodine derivatives and their open-chain precursors (13 in total) were tested as potential inhibitors of acetyland butyryl-cholinesterases and showed activity at micromolar concentrations. The structure-activity relationship study revealed that activities against studied esterases are affected by the structure of E/F rings and the substitution pattern of ring A. The most potent compound 8 acted as non-competitive inhibitors and exerted IC50 = 8.51 mu M and 7.05 mu M for eeAChE and eqBChE, respectively. Molecular docking studies revealed the hydrogen bond interaction of 8 with S293 of AChE; further rings are stabilized via hydrophobic interaction (ring A) or interaction with Y341 and W286 (rings B and C). Biological experiments showed no neurotoxicity of differentiated SH-SY5Y cells. More importantly, results from neuroprotective assay based on glutamate-induced cytotoxicity revealed that most derivatives had the ability to increase the viability of differentiated SH-SY5Y cells in comparison to galantamine and lipoic acid assayed as standards. The newly synthesized solasodine analogues are able to inhibit and to bind cholinesterases in noncompetitive mode of inhibition and exhibited neuroprotection potential of differentiated neuroblastoma cells after Glu-induced toxicity.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

3-Sep-2021 News The Absolute Best Science Experiment for C7H6O2

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A scalable process for the synthesis of the bcl inhibitor obatoclax

Recently we created the novel indolylprodigiosin derivative 2 (obatoclax) and demonstrated its ability to antagonize multiple members of the B-cell lymphoma (Bcl) family of antiapoptotic proteins. The compound has shown potent anticancer activity in several animal tumor models. Obatoclax is now in Phase 1b and 2 clinical trials directed against multiple hematologic and solid tumor malignancies. To support its clinical development, a new scalable synthesis was required. Obatoclax has been prepared using a three-step synthesis, starting from commercially available 4-methoxy-3-pyrrolin-2-one. The reaction sequence involves a haloformylation reaction followed by a Suzuki cross-coupling reaction with an indole-2-boronic acid. The synthesis is completed by an acid-mediated condensation with 2,4-dimethyl-1H-pyrrole.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

Never Underestimate The Influence Of 274-09-9

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Instant killing of pathogenic chytrid fungi by disposable nitrile gloves prevents disease transmission between amphibians

To prevent transmission of the pathogenic chytrid fungi Batrachochytrium dendrobatidis (Bd) and Batrachochytrium salamandrivorans (Bsal), hygiene protocols prescribe the single use of disposable gloves for handling amphibians. We discovered that rinse water from nitrile gloves instantly kills 99% of Bd and Bsal zoospores. Transmission experiments using midwife toads (Alytes obstetricans) and Bd, and Alpine newts (Ichthyosaura alpestris) and Bsal, show that the use of the same pair of gloves for 2 subsequent individuals does not result in significant transmission of any chytrid fungus. In contrast, handling infected amphibians bare-handed caused transmission of Bsal in 4 out of 10 replicates, but did not result in transmission of Bd. Based on the manufacturer’s information, high resolution mass spectrometry (HRMS) and colorimetric tests, calcium lactate and calcium nitrate were identified as compounds with antifungal activity against both Bd and Bsal. These findings corroborate the importance of wearing gloves as an important sanitary measure in amphibian disease prevention. If the highly recommended single use of gloves is not possible, handling multiple post-metamorphic amphibians with the same pair of nitrile gloves should still be preferred above bare-handed manipulation.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

The Shocking Revelation of Benzo[d][1,3]dioxole

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Diastereoselective cyclisation of N-alkenylideneamines into 3,4-dihydro–2H-pyrrol-1-ium halides

A number of new chiral 2-(alpha-bromoalkyl)pyrrolinium salts and 2-(alpha-selenoalkyl)pyrrolidines were synthesized by the halocyclisation and selenocyclisation, respectively, of N-(alkenylidene)alkylamines and subsequent reduction. These cyclisations were implemented in a diastereomeric fashion for the first time. Substrate control (starting imines possessing chirality in the N-alkyl or the N-alkenyl substituent) and reagent control (chiral organoselenenyl bromides) were applied. Asymmetric induction by stereocentres of the alkenylidene or double asymmetric induction by chiral selenenyl bromides on unsaturated imines with a chiral N-alkyl group resulted in diatereoselectivities up to 84:16. ((c) Wiley-VCH Verlag GmbH & Co.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

The Absolute Best Science Experiment for Benzo[d][1,3]dioxole

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Photochemical reactions involving pyrroles .1.

The photochemical behaviour of pyrrole derivatives was described showing that the photochemical methodologies in this field can offer some interesting synthetic procedures. Furthermore, pyrrole derivatives has been used in photochemical reactions for the synthesis some interesting products.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

What Kind of Chemistry Facts Are We Going to Learn About Benzo[d][1,3]dioxole

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Synthesis of N-Aryl-4-arylhexahydroquinoline Derivatives by Reaction of Cyclic Enaminones with Arylidenemalononitriles in DMSO

The reaction of cyclic enaminones with arylidenemalono-nitriles was carried out in the presence of 13X molecular sieves in dimethyl sulfoxide. Under these mild reaction conditions, various bioactive N-aryl-4-arylhexahydroquinoline derivatives were obtained in high yields without the necessity of using transition-metal catalyst, organobase, or reflux conditions.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem