Day: April 6, 2022

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Nakagawa, Atsushi; Kato, Ko; Shinmyo, Atsuhiko; Suzuki, Toshio researched the compound: Methyl tetrahydrofuran-2-carboxylate( cas:37443-42-8 ).COA of Formula: C6H10O3.They published the article 《Asymmetric hydrolysis of 2-hydroxy-carboxylic esters using recombinant Escherichia coli》 about this compound( cas:37443-42-8 ) in Tetrahedron: Asymmetry. Keywords: whole cell kinetic resolution ester stereoselective. We’ll tell you more about this compound (cas:37443-42-8).

Optically active 2-hydroxy-carboxylates are important compounds for their use as intermediates in the synthesis of pharmaceuticals and stereoblock polymers. Enterobacter sp. DS-S-75 and the recombinant Escherichia coli harboring the 4-chloro-3-hydroxybutyrate (CHB) hydrolase gene from the strain DS-S-75 showed asym. hydrolytic activity towards 2-hydroxy-carboxylates, as well as towards CHB. It was discussed that the hydroxyl group in the substrate was particularly important for the asym. hydrolytic activity of the CHB hydrolase, and as such, it was re-designated to EnHCH (hydroxy-carboxylic ester hydrolase derived from Enterobacter sp.). Using the recombinant cell, both the reaction rate and the concentration of the substrates were significantly improved upon when compared to that of DS-S-75. Optically active 2-hydroxy-carboxylates could be synthesized on a practical basis for industrial production in this report.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 37443-42-8, is researched, SMILESS is O=C(C1OCCC1)OC, Molecular C6H10O3Journal, Article, Research Support, U.S. Gov’t, Non-P.H.S., Journal of Physical Chemistry A called Low Temperature Chlorine-Initiated Oxidation of Small-Chain Methyl Esters: Quantification of Chain-Terminating HO2-Elimination Channels, Author is Muller, Giel; Scheer, Adam; Osborn, David L.; Taatjes, Craig A.; Meloni, Giovanni, the main research direction is small chain methyl ester low temperature chlorine initiated oxidation.Name: Methyl tetrahydrofuran-2-carboxylate.

Cl-initiated oxidation reactions of three small-chain Me esters, Me propanoate (CH3CH2COOCH3; MP), Me butanoate (CH3CH2CH2COOCH3; MB), and Me valerate (CH3CH2CH2CH2COOCH3; MV), are studied at 1 or 8 Torr and 550 and 650 K. Products are monitored as a function of mass, time, and photoionization energy using multiplexed photoionization mass spectrometry coupled to tunable synchrotron photoionization radiation. Pulsed photolysis of mol. chlorine is the source of Cl radicals, which remove an H atom from the ester, forming a free radical. In each case, after addition of O2 to the initial radicals, chain-terminating HO2-elimination reactions are observed to be important. Branching ratios among competing HO2-elimination channels are determined via absolute photoionization spectra of the unsaturated Me ester coproducts. At 550 K, HO2-elimination is observed to be selective, resulting in nearly exclusive production of the conjugated Me ester coproducts, Me propenoate, methyl-2-butenoate, and methyl-2-pentenoate, resp. However, in MV, upon raising the temperature to 650 K, other HO2-elimination pathways are observed that yield Me 3-pentenoate and Me 4-pentenoate. In each Me ester oxidation reaction, a peak is observed at a mass consistent with cyclic ether formation, indicating chain-propagating OH loss/ring formation pathways via QOOH intermediates. Evidence is observed for the participation of resonance-stabilized QOOH in the most prominent cyclic ether pathways. Stationary point energies for HO2-elimination pathways and select cyclic ether formation channels are calculated at the CBS-QB3 level of theory and assist in the assignment of reaction pathways and final products.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Qian, Hengyu; Yu, Shuyan; Song, Liping; Zhang, Tongyan; Yin, Zhigang; Zhao, Feng; Yang, Jiale; Wang, Caihong published an article about the compound: 2-Furoic hydrazide( cas:3326-71-4,SMILESS:O=C(C1=CC=CO1)NN ).Name: 2-Furoic hydrazide. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:3326-71-4) through the article.

Four new palladium pincer complexes I (R = H, 3-OMe, 3-OEt, 5-Cl) incorporating ONO type furoylhydrazone ligands have been prepared in good yields. These palladium complexes were structurally characterized by elemental anal., IR, 1H- and 13C-NMR spectra. X-ray single crystal analyses of Pd1-Pd4 revealed that the metal center adopted a slightly distorted square planar geometry in which the hydrazone bound the metal ion via the phenolic-O, azomethine-N and imidolate-O atoms. Using these ONO pincer complexes as catalyst, excellent yields of biaryls could be obtained for coupling of arylboronic acids with aryl bromides at a low catalyst loading (0.01 mol%).

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Stereochemistry of catalytic hydrogenation. V. The assignment of cis and trans configurations》. Authors are Linstead, R. P.; Davis, Selby B.; Whetstone, Richard R..The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Synthetic Route of C8H12O4. Through the article, more information about this compound (cas:610-09-3) is conveyed.

cis-Hexahydrodiphenic acid (m. 240-1°) (I) with concentrated and fuming HNO3 gives only NO2 products and KMnO4 yields no useful products. I. (1g.) in 20 cc. warm AcOH, treated with O3 for 4 hrs. and then overnight with 50 cc. 3% H2O2 and the material separated by fractional acidification, gives about 0.5 g. unchanged I and 128 mg. (crude) cis-hexahydrophthalic acid (identified as the cis-dianilide, m. 238° and the phenylimide). This establishes the structure of I, of the acid m. 289° as cis-syn-cis-perhydrodiphenic acid and of the acid m. 223° as the trans-syn-trans isomer. trans-Δ10-9-Ketododecahydrophenanthrene (Rapson and Robinson, C. A. 29, 7996.1) with O3 in AcOH gives 2.45 g. of trans-2-keto-1, 1′-bicyclohexyl-2′-carboxylic acid (II), a pale yellow oil, isolated as the oxime (3.07g.), m. 162-3°. On acetylation and subsequent pyrolysis II is converted into an unsaturated lactone (not obtained pure) which is oxidized by KMnO4 to a poor yield of trans-hexahydrophthalic acid, m. 227-9° (after repeated crystallization from H2O; 215-20° given in the literature). This series of reactions is not as unequivocal as the oxidation of I. cis-9-Keto-as-octahydrophenanthrene (III) (cf. part VI) (0.4 g.), heated on the steam bath for 15 min. with 5 cc. concentrated HNO3 and 3 cc. fuming HNO3, gives 20 mg. cis-nitrohexahydrodiphenic acid (IV), m. 217-19°, and 0.1 g. of a tri-NO2 derivative of III, m. 151-2°. Heating 500 mg. of III with 1 cc. concentrated HNO3 and 1 cc. fuming HNO3 gives a di-NO2 derivative of III, m. 152°; this gives the tri-NO2 derivative with HNO3 on the steam bath. trans-III (350 mg.) with HNO3 gives about equal amounts (100 mg.) of trans-IV and the tri-NO2 derivative, needles from AcOH, m. 182-4°, or plates from hexane, m. 182.5-3.5°. The stereochem. implications of these results are discussed and it is shown that they are in agreement with other, less exact, evidence.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Safety of Methyl tetrahydrofuran-2-carboxylate. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Methyl tetrahydrofuran-2-carboxylate, is researched, Molecular C6H10O3, CAS is 37443-42-8, about A Powerful Chiral Phosphoric Acid Catalyst for Enantioselective Mukaiyama-Mannich Reactions. Author is Zhou, Fengtao; Yamamoto, Hisashi.

A new BINOL-derived chiral phosphoric acid bearing 2,4,6-trimethyl-3,5-dinitrophenyl substituents at the 3,3′-positions was developed. The utility of this chiral phosphoric acid is demonstrated by a highly enantioselective (ee up to >99 %) and diastereoselective (syn/anti up to >99:1) asym. Mukaiyama-Mannich reaction of imines with a wide range of ketene silyl acetals. Moreover, this method was successfully applied to the construction of vicinal tertiary and quaternary stereogenic centers with excellent diastereo- and enantioselectivity. Significantly, BINOL-derived N-triflyl phosphoramide constitutes a complementary catalyst system that allows the title reaction to be applied to more challenging imines without an N-(2-hydroxyphenyl) moiety.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

COA of Formula: C8H12O4. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about An Open-Framework Material with Dangling Organic Functional Groups in 24-Ring Channels. Author is Zhu, Jin; Bu, Xianhui; Feng, Pingyun; Stucky, Galen D..

An open-framework material with dangling organic functional groups in 24-ring channels, Zn3(O3PCH2CO2)2(O3PCH2CO2H)(NH3CH2CH2NH3)(BTC) (BTC = 1,3,5-benzenetricarboxylic acid), was prepared and its crystal structure was determined The material with a tetrahedral zeolite-type structure belongs to space group R3̅, Z = 18, a 41.663(7), c 7.843(2)Å, R = 7.43, Rw = 19.7%. Each O3PCH2CO2 group behaves like a regular PO43- group in zeolite-type frameworks and is 4-connected to 4 Zn sites; 2 of the 3 unique Zn sites are 4-connected to P atoms sites. The 3rd Zn site is pentacoordinated to 5 O atoms and 3-connected to P sites because 2 pairs of O atoms are chelating O atoms from 2 O3PCH2CO2 groups.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Inorganica Chimica Acta called In vitro evaluations of biomolecular interactions, antioxidant and anticancer activities of Nickel(II) and Copper(II) complexes with 1:2 coordination of anthracenyl hydrazone ligands, Author is Neethu, K. S.; Sivaselvam, S.; Theetharappan, M.; Ranjitha, J.; Bhuvanesh, N. S. P.; Ponpandian, N.; Neelakantan, M. A.; Kaveri, M. V., which mentions a compound: 3326-71-4, SMILESS is O=C(C1=CC=CO1)NN, Molecular C5H6N2O2, Related Products of 3326-71-4.

A set of nickel(II) and copper(II) complexes incorporated anthracenyl hydrazone ligands were synthesized and characterized with the help of various spectroscopic techniques. Single-crystal XRD studies revealed that all four complexes have square planar geometry in which the hydrazones are coordinated through NO atoms with 1:2 metal to ligand stoichiometry. Bio-mol. interactions of these complexes were analyzed using UV and emission spectroscopic studies, which revealed that compounds interact with calf thymus DNA (CT-DNA) through intercalation and also bind strongly with BSA. This further has been confirmed by theor. studies. Anticancer nature of the compounds was evaluated with the help of MTT assay against colon cancer cells (HCT-15) and normal skin cells (L929). It is verified that the complexes showed excellent cytotoxicity to cancer cells whereas negligible toxicity towards normal cells. Antioxidant activity was checked by DPPH radical scavenging assay and found that the complexes are capable of reducing available radicals. The complexes initiated cell death via reactive oxygen species generation was determined by ROS assay. The morphol. transformations observed in cell lines treated with different concentrations of complexes have been observed with the help of SEM (SEM). Flow cytometric anal. expressed that the synthesized complexes can induce apoptotic cell death, hence eligible for further studies.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about Platinum(II) and palladium(II) complexes analogous to oxaliplatin with different cyclohexyldicarboxylate isomeric anions and their in vitro antitumour activity. Structural elucidation of [Pt(C2O4)(cis-dach)].Product Details of 610-09-3.

Several new PtII and PdII complexes bearing the enantiomerically pure (1R,2R)-(-)-1,2-cyclohexanediamine (dach) ligand, [MX2{(1R,2R)-dach}], where M = Pt or Pd, X2 = cis- or trans- or (1R,2R)-1,2-cyclohexyldicarboxylate anions, were synthesized and characterized physicochem. and spectroscopically. These complexes were screened in vitro against the three tumor cell lines K562, HeLa and L929, and the results obtained were compared with those of the reference standards, cisplatin, carboplatin and oxaliplatin; the known antitumor drugs. The single crystal x-ray structure determination of the [Pt(C2O4)(cis-dach)] complex is discussed and compared with that of oxaliplatin, [Pt(C2O4){(1R,2R)-dach}].

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

SDS of cas: 37443-42-8. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Methyl tetrahydrofuran-2-carboxylate, is researched, Molecular C6H10O3, CAS is 37443-42-8, about Zirconium Oxide-Catalyzed Direct Amidation of Unactivated Esters under Continuous-Flow Conditions. Author is Rashed, Nurnobi Md.; Masuda, Koichiro; Ichitsuka, Tomohiro; Koumura, Nagatoshi; Sato, Kazuhiko; Kobayashi, Shu.

A sustainable and environmentally benign direct amidation reaction of unactivated esters with amines was developed in a continuous-flow system. A com. available amorphous zirconium oxide was found to be an efficient catalyst for this reaction. While the typical amidation of esters with amines required a stoichiometric amount of a promoter or metal activator, the present continuous-flow method enabled the direct amidation reaction under additive-free conditions with an extensive diversity towards various functional groups. High yields of the products were obtained with a nearly equimolar proportion of starting materials to reduce byproduct formation, which rendered this process applicable for use in a sequential-flow system.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about A novel turn on fluorescent probe for the determination of Al3+ and Zn2+ ions and its cells applications, the main research direction is fluorescent probe aluminum zinc cell imaging; Aluminum and Zinc ion; Fluorescence sensor.Synthetic Route of C5H6N2O2.

Early detection of probes is very important for limiting toxic effects of various transition metal ions for example aluminum and zinc. Monitoring of these metal ions can be challenging via conventional methods since they are high cost instrumentations, time consuming and so on. The authors report facile preparation of a fluorescence probe containing biphenyl groups that effectively selective and superb sensitivity towards aluminum(III) and zinc(II) in neutral solutions without interference from each other and other ions. In neutral pH value, the probe FOB displayed the OFF-ON fluorescence enhancement at 464 nm and 512 nm toward aluminum(III) and zinc(II), resp. The detection limit values of FOB for Al3+ and Zn2+ in neutral solutions were 1.27 and 1.02 nM, resp. and these values were significantly lower than permitted Al3+ and Zn2+ concentrations in drinking water determined by the World Health Organization (WHO) and European Water Quality. Also, fabricated cyano-biphenyl based probe is effective for sensing for aluminum(III) and zinc(II) in living human colon cancer cells even when employed at low concentrations (1.0μM). Overall, this work allows the authors to obtain a great potential to be applied to detect Al3+ and Zn2+.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics