Tag: M.W:100-200

Levinn, Carolyn M.; Mancuso, Jenna L.; Lutz, Rachel E.; Smith, Haley M.; Hendon, Christopher H.; Pluth, Michael D. published an article about the compound: 5-Fluoroindoline( cas:2343-22-8,SMILESS:FC1=CC2=C(NCC2)C=C1 ).Electric Literature of C8H8FN. 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:2343-22-8) through the article.

Hydrogen sulfide (H2S) is an important biomol., and self-immolative thiocarbamates have shown great promise as triggerable H2S donors with suitable analogous control compounds; however, thiocarbamates with electron-deficient payloads are less efficient H2S donors. We report here the synthesis and study of a series of N-methylated esterase-triggered thiocarbamates that block the postulated unproductive deprotonation-based pathway for these compounds The relative reaction profiles for H2S release across a series of electron-rich and electron-poor N-Me aniline payloads are examined exptl. and computationally. We show that thiocarbamate N-methylation does block some side reactivity and increases the H2S release profiles for electron-poor donors. Addnl., we show that isothiocyanate release is not a competitive pathway, and rather that the reduced efficiency of electron-poor donors is likely due to other side reactions.

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

Computed Properties of C5H10O3. 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: (S)-Methyl 3-hydroxybutanoate, is researched, Molecular C5H10O3, CAS is 53562-86-0, about CH-stretching vibrational circular dichroism of α-hydroxy acids and related molecules.

A conference; Vibrational CD (VCD) spectra of chiral α-hydroxy acids and related mols. have been investigated in the hydrogen stretching and mid-IR regions to probe factors influencing the VCD intensity of methine and hydroxyl stretching and bending motions. Ab initio calculations were carried out to identify low energy conformers and to calculate VCD intensity with the vibronic coupling VCD theory, utilizing DFT normal modes and geometry. Large methine stretching VCD intensity was correlated with the presence of an oxygen at the chiral center in conjunction with an O=C-C*-O dihedral angle near 0°. Vibrational transition CD plots for the methine stretch in deuterated Me lactate reveal angular and circulatory charge flow consistent with the pos. rotational strength for the S-enantiomer.

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

Synthetic Route of C8H8FN. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 5-Fluoroindoline, is researched, Molecular C8H8FN, CAS is 2343-22-8, about Glycosylindoles. XII. 1-β-D-Ribofuranosides of 5- and 6-fluoroindole. Author is Mukhanov, V. I.; Preobrazhenskaya, M. N.; Kostyuchenko, N. P.; Filipenko, T. Ya.; Suvorov, N. N..

5(or 6)-Fluoro-1-(5-O-trityl-D-ribofuranosyl)indolines (I) were obtained by condensation of the appropriate fluoroindoline with 5-O-trityl-D-ribose in boiling absolute alc. Dehydrogenation of I gave the corresponding indole derivatives Acetylation of I (5-fluoro) followed by dehydrogenation gave a mixture of α- and β-anomers of 1-(2,3-di-O-acetyl-5-O-trityl-D-ribofuranosyl)-5-fluoroindole. Analogous results were obtained with I (6-fluoro).

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Reference:
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.Banno, Taisuke; Kawada, Kazuo; Matsumura, Shuichi researched the compound: (S)-1-(Dimethylamino)propan-2-ol( cas:53636-17-2 ).Safety of (S)-1-(Dimethylamino)propan-2-ol.They published the article 《Chemo-enzymatic synthesis and properties of novel optically active cationics containing carbonate linkages》 about this compound( cas:53636-17-2 ) in Journal of Oleo Science. Keywords: carbonate type cationic synthesis enzyme. We’ll tell you more about this compound (cas:53636-17-2).

Novel optically active carbonate-type cationics were designed and synthesized via a green method. A series of n-alkyl N,N-dimethylaminoalkyl carbonates was prepared via a two-step successive carbonate exchange reaction of di-Ph carbonate with 1-alkanol followed by the reaction of the optically active or racemic amino alc. in the presence of triethylamine. The quaternarization of the N,N-dimethylamino group was carried out using Me iodide. Furthermore, optically active cationics were prepared by the lipase-catalyzed enantioselective hydrolysis of the racemic cationics. Carbonate-type cationics having an isopropylene linkage showed high hydrolytic stability. They exhibited surfactant properties similar to those of the corresponding racemic cationics. Although no significant differences in the antimicrobial activities were observed owing to the stereochem. of the cationics, the biodegradability was strongly influenced by the stereochem. Some optically active cationics were rapidly biodegraded by activated sludge.

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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.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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Reference:
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.

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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.

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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.

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Piperazine – Wikipedia,
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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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Piperazine – Wikipedia,
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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