Tag: M.W:100-200

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (S)-Methyl 3-hydroxybutanoate( cas:53562-86-0 ) is researched.Formula: C5H10O3.Kobayashi, Yuichi; Kumar, G. Biju; Kurachi, Tomoaki; Acharya, Hukum P.; Yamazaki, Takashi; Kitazume, Tomoya published the article 《Furan Ring Oxidation Strategy for the Synthesis of Macrosphelides A and B》 about this compound( cas:53562-86-0 ) in Journal of Organic Chemistry. Keywords: furan ring oxidation macrosphelide A B synthesis. Let’s learn more about this compound (cas:53562-86-0).

By using the convenient protocol for conversion of 2-substituted furans into 4-oxo-2-alkenoic acids ((i) NBS, (ii) NaClO2), macrosphelide B (I, R = H) was synthesized from furyl alc. II (>98% ee) and (S)-Me3CSiMe2OCHMeCH2CO2H (99% ee). Key steps include condensation of (2E,5S)-5-(4-methoxybenzyloxy)-4-oxo-2-hexenoic acid with the furylmethyl ester III and intramol. cyclization of the adduct IV to I (R = MeOCH2). Transformation of I (R = MeOCH2) to macrosphelide A was then investigated. Although the chelation-controlled reduction of I (R = MeOCH2) should afford the desired anti alc., Zn(BH4)2 at <-90 °C gave a 2∼1:1 mixture of anti/syn alcs. On the contrary, reduction with NaBH4 in MeOH at -15 °C produced the syn isomer with >10:1 diastereoselectivity. Mitsunobu inversion of the resulting C(14)-hydroxyl group and deprotection of the MOM group with TFA afforded macrosphelide A. Similarly, reduction of I (R = H) with NaBH4 afforded the C(14)-epimer of macrosphelide A stereoselectively. The observed stereoselectivity in the reductions of I could be explained on the basis of computer-assisted calculation, which showed presence of the low-energy conformers responsible for the stereoselective reduction In addition, conversion of I (R = H) to macrosphelide A was established, for the first time.

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Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

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.Zhang, Jingyu; Chen, Shiya; Chen, Fangfang; Xu, Wensheng; Deng, Guo-Jun; Gong, Hang researched the compound: 5-Fluoroindoline( cas:2343-22-8 ).HPLC of Formula: 2343-22-8.They published the article 《Dehydrogenation of Nitrogen Heterocycles Using Graphene Oxide as a Versatile Metal-Free Catalyst under Air》 about this compound( cas:2343-22-8 ) in Advanced Synthesis & Catalysis. Keywords: graphene oxide nitrogen heterocycle dehydrogenation catalyst green chem. We’ll tell you more about this compound (cas:2343-22-8).

Graphene oxide (GO) has been developed as an inexpensive, environmental friendly, metal-free carbocatalyst for the dehydrogenation of nitrogen heterocycles. Valuable compounds, such as quinoline, 3,4-dihydroisoquinoline, quinazoline, and indole derivatives, have been successfully used as substrates. The investigation of various oxygen-containing mols. with different conjugated systems indicated that both the oxygen-containing groups and large π-conjugated system in GO sheets are essential for this reaction.

Compound(2343-22-8)HPLC of Formula: 2343-22-8 received a lot of attention, and I have introduced some compounds in other articles, similar to this compound(5-Fluoroindoline), if you are interested, you can check out my other related articles.

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Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (S)-Methyl 3-hydroxybutanoate( cas:53562-86-0 ) is researched.Safety of (S)-Methyl 3-hydroxybutanoate.Ni, Hongliang; Yao, Shanjing published the article 《Biosynthesis of optically active methyl β-hydroxybutanoate by yeast cells》 about this compound( cas:53562-86-0 ) in Huaxue Fanying Gongcheng Yu Gongyi. Keywords: acetoacetate stereoselective reduction hydroxybutyrate yeast fermentation. Let’s learn more about this compound (cas:53562-86-0).

The Me β-hydroxybutanoate (MHB) with optically activity was synthesized by Me acetoacetate (MAA) over different yeasts in aqueous phase. Effects of reaction time, yeast concentration, glucose concentration, buffer pH, reaction temperature and substrate concentration on the yield and the stereoselectivity of (S)-MHB were investigated. The results showed that bakers’ yeast was effective catalyst. The optimal conditions were reaction time 4 h, bakers’ yeast 50 g/L, glucose 0.6 M, substrate MAA 0.05 M, pH 7, 35°. Me β-hydroxybutanoate yield and enantiomeric excess were 57% and 92%, resp.

Compound(53562-86-0)Safety of (S)-Methyl 3-hydroxybutanoate received a lot of attention, and I have introduced some compounds in other articles, similar to this compound((S)-Methyl 3-hydroxybutanoate), if you are interested, you can check out my other related articles.

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Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (S)-Methyl 3-hydroxybutanoate( cas:53562-86-0 ) is researched.SDS of cas: 53562-86-0.Raval, R.; Baddeley, C. J.; Haq, S.; Louafi, S.; Murray, P.; Muryn, C.; Lorenzo, M. Ortega; Williams, J. published the article 《Complexities and dynamics of the enantioselective active site in heterogeneous catalysis》 about this compound( cas:53562-86-0 ) in Studies in Surface Science and Catalysis. Keywords: copper catalyst surface modified chiral mol activity; hydrogenation ketoester enantioselective site catalyst mechanism; methylacetoacetate hydrogenation stereocontrol chiral catalyst site. Let’s learn more about this compound (cas:53562-86-0).

Stereocontrol mechanisms in chirally modified metals in heterogeneous catalysis for enantioselective reactions were studied. Effective systems were produced by first modifying a metal surface with chiral mols. and, subsequently, conducting the enantioselective reaction on the modified surface. The asym. hydrogenation of β-ketoesters (methylacetoacetate) over R,R-tartaric acid and S-alanine modified Cu(110) surfaces was used as model. The products are S and R-methyl-3-hydroxybutyrates. Surface spectroscopy methods were used to characterize modified surfaces created under ultra-clean and controlled environments; the adsorbed modifiers, R,R-tartaric acid and S-alanine, display rich and complex phase diagrams in which the chem. nature and 2-dimensional organization of the chiral units varies considerably as a function of surface coverage and temperature The models suggested for stereocontrol involving one-to-one interaction between the adsorbed chiral modifier and the reactant (substrate) are, perhaps, too simplistic and careful account needs to be taken of the complexities and dynamic interplay between different modifier phases at a surface to fully understand the nature and scope of stereocontrol.

Compound(53562-86-0)SDS of cas: 53562-86-0 received a lot of attention, and I have introduced some compounds in other articles, similar to this compound((S)-Methyl 3-hydroxybutanoate), if you are interested, you can check out my other related articles.

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Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Zhang, Ya-Wen; Shen, Zong-Xuan; Qin, Hong-Bing; Li, Yong-Hua; Yu, Kai-Bei published an article about the compound: (S)-1-(Dimethylamino)propan-2-ol( cas:53636-17-2,SMILESS:C[C@H](O)CN(C)C ).Application of 53636-17-2. 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:53636-17-2) through the article.

Some α-(dialkylamino) ketones and β-(dialkyl amino) ketones were reduced stereoselectively by 2 mol of borane-tetrahydrofuran in the presence of 10 mol% of an in situ-formed chiral oxazaborolidine, followed by diluted hydrochloric acid. The catalysts in this study included (3aR)-tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, (3aS)-tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole and (4R,5S)-2-methyl-4,5-diphenyl-1,3,2-oxazaborolidine. The resulting amino alc.-borane complexes were treated with hydrogen chloride-glycol-methanol to give the optically active amino alc. with the ee up to 99%. For example, the reduction of 3-(4-morpholinyl)-1-phenyl-1-propanone gave (+)-(αR)-α-phenyl-4-morpholinepropanol in 87.3% yield. The intermediate α-phenyl-4-morpholinepropanol-borane complex was characterized by x-ray crystallog.

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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Nguyen, Hung Huy; Pham, Thu Thuy; Pham-Thi, Ngoc Oanh; Tran, Viet Hung; Le, Canh Dinh; Van Hoi, Bui; Trieu, Thi Nguyet; Pham, Chien Thang published the article 《Syntheses, structures, and anticancer activities of a series of trinuclear Cu(II) complexes with N-methylanthraniloyl(4-phenylthiosemicarbazide)》. Keywords: copper methylanthraniloyphenylthiosemicarbazide complex preparation anticancer; crystal structure copper methylanthraniloyphenylthiosemicarbazide complex.They researched the compound: 1,10-Phenanthroline( cas:66-71-7 ).Synthetic Route of C12H8N2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:66-71-7) here.

A series of trinuclear Cu(II) complexes with N-methylanthraniloyl(4-phenylthiosemicarbazide) (H2L) were successfully prepared and structurally determined The organic ligand H2L readily reacts with Cu(ClO4)2·6H2O and CuCl2·2H2O in DMF under formation of trinuclear complexes with the compositions of [Cu3(L)2(HCOO)2] (1) and [Cu3(L)2Cl2] (2), resp. Similar reaction with [Cu(phen)Cl2] gives rise to a trinuclear complex [Cu3(L)2(phen)]Cl2 (3a), which is alternatively prepared by a simple method including a simultaneous reaction of CuCl2·2H2O with H2L, o-phenanthroline and pyridine in CH2Cl2/MeOH. The compound [Cu3(L)2(phen)](PF6)2 (3b) is isolated from a analogous reaction and subsequent work up with (n-Bu4N)(PF6). Such facile synthetic procedure is successfully applied in preparation of structurally related product [Cu3(L)2(bpy)](PF6)2 (4). In all trinuclear complexes, the deprotonated organic compound L2- serves as bridging ligands with (N-amine, N1, S) and (O, N2) donor sets. The ligand H2L, 1 and 2 show almost no antiproliferative effects on the human MCF7 breast and HepG2 liver cancer cells. Surprisingly, 3 and 4 with IC50 values in the range of 1.37-10.24μM for MCF7 and 1.64-8.54μM for HepG2 exhibit significantly higher cytotoxicity than cisplatin under the same conditions.

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Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Recommanded Product: 1,10-Phenanthroline. 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. Compound: 1,10-Phenanthroline, is researched, Molecular C12H8N2, CAS is 66-71-7, about Micro-/Mesoporous Fluorescent Polymers and Devices for Visual Pesticide Detection with Portability, High Sensitivity, and Ultrafast Response.

The excess residue of pesticides in crops, soil, and water continues to be a widespread concern due to the threat to human health and food safety. With the aim to develop highly sensitive sensing materials and portable detection devices, two dicarbazole-based fluorescent micro-/mesoporous polymers (JYs) with a larger sp. surface area and pore sizes ranging from 1.1 to 34.2 nm are synthesized. The Stern-Volmer constants of JY fluorescence quenching for imidacloprid (50,063 M-1) exceed 23-51 times those of the reported porous organic polymers (980-2173 M-1). Of particular interest is the observation that JYs show rapid fluorescence response (2 s) and ultralow detection limit (30 ppb) for imidacloprid in water medium. The pronounced chemsensing property is attributed to the synergistic role of the hierarchical pore structure, large π-conjugation of chromophore groups, and strong inner filter effect between the polymer and imidacloprid mol. Moreover, the pesticide detection of JYs exhibits good interference resistance in complicated service environments such as the extract liquids of the apple peel and field soil as well as aqueous solutions of various cations and anions. Because of the portability, excellent reusability, and sensitive fluorescence response, the prepared JYs and detection devices have promising applications in the on-site monitoring and early warning of the pesticide residues.

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Piperazine – Wikipedia,
Piperazines – 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, Article, Research Support, N.I.H., Extramural, Research Support, Non-U.S. Gov’t, Research Support, U.S. Gov’t, Non-P.H.S., Journal of the American Chemical Society called Intermolecular Hydroamination of 1,3-Dienes To Generate Homoallylic Amines, Author is Yang, Xiao-Hui; Lu, Alexander; Dong, Vy M., which mentions a compound: 2343-22-8, SMILESS is FC1=CC2=C(NCC2)C=C1, Molecular C8H8FN, Category: piperazines.

Authors report a Rh-catalyzed hydroamination of 1,3-dienes to generate homoallylic amines. The work show-cases the first case of anti-Markovnikov selectivity in the intermol. coupling of amines and 1,3-dienes. By tuning the ligand properties and Bronsted acid additive, it was found that a combination of rac-BINAP and mandelic acid is critical for achieving anti-Markovnikov selectivity.

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Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Quality Control of (S)-1-(Dimethylamino)propan-2-ol. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (S)-1-(Dimethylamino)propan-2-ol, is researched, Molecular C5H13NO, CAS is 53636-17-2, about Fluoride ion-catalyzed reduction of aldehydes and ketones with hydrosilanes. Synthetic and mechanistic aspects and an application to the threo-directed reduction of α-substituted alkanones. Author is Fujita, Makoto; Hiyama, Tamejiro.

Reduction of aldehydes and ketones with hydrosilanes proceeded in the presence of a catalytic amount of Bu4NF or tris(diethylamino)sulfonium difluorotrimethylsilicate in aprotic polar solvents under mild conditions. A significant isotope effect (kH/kD = 1.50) was observed in competitive reduction of acetophenone with HSiMe2Ph and DSiMe2Ph. The reaction was first order in the concentration of HMPA. Reduction of 2-methylcyclohexanone gave cis-2-methylcyclohexanol with selectivities up to 95%. The kinetic and stereochem. results suggest that a hexavalent fluorosilicate [HSiR3F(HMPA)]- is involved. α-Alkoxy (acyloxy or dimethylamino) ketones were transformed to threo alcs. in high diastereoselectivities. The reduction was also applied to α-methyl-β-oxo amides, RCOCHMeCONR12, to afford the corresponding threo alcs. in >98% selectivity. The threo selectivity is explained in terms of the Felkin-Anh model in which interaction of carbonyl oxygen with a countercation is ideally suppressed. The threo-directed reduction was applied to (R)-1-phenyl-4-(2-tetrahydropyranyloxy)-1-penten-3-one and N-(2-benzoylpropanoyl)piperidine. The resulting threo alcs. were resp. converted into (2R,3S)-2,3-(cyclohexylidenedioxy)butanal, a key intermediate of daunosamine synthesis, and into a pharmacol. useful compound, threo-N-(3-hydroxy-2-methyl-3-phenylpropyl)piperidine.

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Piperazine – Wikipedia,
Piperazines – 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: 1,10-Phenanthroline, is researched, Molecular C12H8N2, CAS is 66-71-7, about Nano cadmium(II)-benzyl benzothiazol-2-ylcarbamodithioate complexes: Synthesis, characterization, anti-cancer and antibacterial studies.Name: 1,10-Phenanthroline.

Benzyl benzothiazol-2-ylcarbamodithioate (BBCT) was used as a ligand for the synthesis of [Cd(BBCT)(PPh3)Cl]Cl (1), [Cd2(BBCT)2(μ-dppm)2]Cl4 (2), or [Cd(BBCT)(phosphine)]Cl2 (where phosphine is dppe (3), dppp (4), dppb (5)) and [Cd(BBCT)(amine)]Cl2 (where amine is bipy (6) or phen (7)). The characterizations (molar conductivity, elemental anal., IR spectra and 31P NMR, 1H NMR and 13C NMR spectra) prove that BBCT ligand behaves as a bidentate ligand through the N atom of thiazole ring group and S atom of thion group while the phosphines or amines ligands behave as bidentate ligand through the P atoms or N atoms, resp. Furthermore, the nanostructure of (1) and (7) was examined by SEM and the results demonstrate the presence of regular nanostructures. The complex (1) shows fiber-grip-like geometry with 85-110 nm while complex (7) shows spiny-flowers-like nanostructures with the flower-forming spines within the range of 80-190 nm. The antibacterial activity of the complexes (1, 2, 3, 6, 7) against S.Epidermidis, S. aureus (gram-pos.) and C.Freundii (gram-neg.) was examined using amikacin as a pos. control. However, all the complexes showed a high ability to inhibit the bacterial species studied, and the inhibition zone was better than that obtained with amikacin. Moreover, the anti-cancer activity of the complexes (1) and (7) against ovarian cancer cell was studied and the results show that both complexes gave cell viability values less than 6%.

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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics