Category: 30095-98-8

Eckermann, Ruben; Breunig, Michael; Gaich, Tanja published the artcile< Formal Total Synthesis of (�-Strictamine by [2,3]-Sigmatropic Stevens Rearrangements>, Recommanded Product: Methyl 2-(2-nitrophenyl)acetate, the main research area is strictamine formal total synthesis sigmatropic Stevens rearrangement; Stevens rearrangement; [2,3]-sigmatropic rearrangement; alkaloids; diazo compounds; total synthesis.

To date, more than 100 congeners of the akuammiline alkaloid family have been isolated. Their signature structural element is a methanoquinolizidine moiety, a cage-like scaffold structurally related to adamantane. The structural variations of the family members originate from oxidative processes that mostly trigger rearrangements of the methanoquinolizidine motif. The family of the akuammiline alkaloids is best represented by strictamine. It bears the least functionalized carbon skeleton of all family members without lacking the signature structural motifs. Herein, we report the formal synthesis of (�-strictamine (I) through a Stevens [2,3]-sigmatropic rearrangement as a key step and the synthetic pitfalls related with its synthesis.

Chemistry – A European Journal published new progress about [2,3]-Sigmatropic rearrangement. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Recommanded Product: Methyl 2-(2-nitrophenyl)acetate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Kobayashi, Goro; Matsuda, Yoshiro; Natsuki, Reiko published the artcile< Quinolizine derivatives. VI. Synthesis and reaction of 1-cyano-2-methylthio-4H-quinolizin-4-ones>, Synthetic Route of 30095-98-8, the main research area is quinolizinone methylthio; methylthioquinolizinone; cyanomethylthioquinolizinone.

Reaction of ä¼?ä¼?-bis(methylthio)methylene-2-pyridylacetonitrile (I) and active methylene compounds R2CH2CO2R1 (II) (R1 = Me, Et; R2 = CN, CO2Me, 2-O2NC6H4, etc.) in Me2SO, in the presence of K2CO3, afforded 1-cyano-2-methylthio-4H-quinolizin-4-ones (III) with the corresponding substituent in 3-position. Reaction of some of these 3-substituted compounds with benzylamine produced 2-benzylamino-1-cyano-4H-quinolizin-4-ones. Reduction of 3(2-pyridyl) derivative of III over Raney Ni gave 1-cyano-3-(2-pyridyl)-4H-quinolizin-4-one.

Chemical & Pharmaceutical Bulletin published new progress about Cycloaddition reaction. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Synthetic Route of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Dao, Pascal; Smith, Nikaia; Tomkiewicz-Raulet, Celine; Yen-Pon, Expedite; Camacho-Artacho, Marta; Lietha, Daniel; Herbeuval, Jean-Phillipe; Coumoul, Xavier; Garbay, Christiane; Chen, Huixiong published the artcile< Design, Synthesis, and Evaluation of Novel Imidazo[1,2-a][1,3,5]triazines and Their Derivatives as Focal Adhesion Kinase Inhibitors with Antitumor Activity>, Application In Synthesis of 30095-98-8, the main research area is imidazo triazine preparation focal adhesion kinase inhibitor antitumor activity.

A series of triazinic inhibitors of focal adhesion kinase (FAK) have been recently shown to exert antiangiogenic activity against HUVEC cells and anticancer efficacy against several cancer cell lines. We report herein that we further explored the heterocyclic core of these inhibitors by a fused imidazole ring with the triazine to provide imidazo[1,2-a][1,3,5]triazines, e.g., I. Importantly, these new compounds displayed 10-7-10-8 M IC50 values, and the best inhibitor showed IC50 value of 50 nM against FAK enzymic activity. Several inhibitors potently inhibited the proliferation of a panel of cancer cell lines expressing high levels of FAK. Apoptosis anal. in U87-MG and HCT-116 cell lines suggested that these compounds delayed cell cycle progression by arresting cells in the G2/M phase of the cell cycle, retarding cell growth. Further investigation demonstrated that these compounds strongly inhibited cell-matrix adhesion, migration, and invasion of U87-MG cells.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Application In Synthesis of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Palmer, Francine N.; Lach, Franck; Poriel, Cyril; Pepper, Adrian G.; Bagley, Mark C.; Slawin, Alexandra M. Z.; Moody, Christopher J. published the artcile< The diazo route to diazonamide A: studies on the tyrosine-derived fragment>, Application of C9H9NO4, the main research area is diazonamide tyrosine derived fragment preparation.

Various approaches to the tyrosine-derived fragment of the marine secondary metabolite diazonamide A are described. Initial efforts were focused on the originally proposed structure of the natural product, and a feasibility study established that a model 4-aryltryptamine could be readily prepared For example, Boc-protected 4-bromotryptamine underwent Pd(0)-catalyzed coupling with 3-allyl-2-methoxyphenylboronic acid, derived from 2-bromophenyl allyl ether by Claisen rearrangement, O-methylation and lithiation-boration. The resulting biaryl compound I was elaborated into an ä¼?diazo-å°?ketoester II, whose Rh2(OAc)4-catalyzed reaction with Cbz-Val-NH2 gave the desired tryptamine-oxazole III following cyclodehydration of the intermediate ketoamide. Another strategy used Cbz-Tyr-OBu-t to synthesize, in eight steps, tyrosyl benzofuran derivative IV, a potential precursor to the benzofuran ring of the original structure of diazonamide A. Iodination, O-protection and Stille coupling were the key steps in the synthesis of IV.

Organic & Biomolecular Chemistry published new progress about Borylation (coupled with lithiation). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Application of C9H9NO4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Lu, Guan-Han; Huang, Tzu-Chia; Hsueh, Hsiao-Chin; Yang, Shin-Cherng; Cho, Ting-Wei; Chou, Ho-Hsuan published the artcile< Novel N-transfer reagent for converting ä¼?amino acid derivatives to ä¼?diazo compounds>, Related Products of 30095-98-8, the main research area is diazo dipeptide synthesis isotope thermal decomposition; amino acid nitrogen transfer reagent reaction mechanism.

A novel universal N-transfer reagent for direct and effective transformation of ä¼?amino ketones, acetamides, and esters to the corresponding ä¼?diazo products under mild basic conditions has been developed. This one-step synthetic approach not only allows for generation of ä¼?substituted-ä¼?diazo carbonyl compounds from ä¼?amino acid derivatives but also permits preparation of ä¼?diazo dipeptides from N-terminal dipeptides (32 examples, up to 91%).

Chemical Communications (Cambridge, United Kingdom) published new progress about Amino acids Role: RCT (Reactant), RACT (Reactant or Reagent). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Related Products of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Katayama, Seiji; Ae, Nobuyuki; Kodo, Toru; Masumoto, Shuji; Hourai, Shinji; Tamamura, Chika; Tanaka, Hiroyasu; Nagata, Ryu published the artcile< Tricyclic Indole-2-carboxylic Acids: Highly in Vivo Active and Selective Antagonists for the Glycine Binding Site of the NMDA Receptor>, Product Details of C9H9NO4, the main research area is benzindoleacetanilide preparation NMDA receptor antagonist.

A series of tricyclic indole-2-carboxylic acid derivatives were synthesized and evaluated by the radioligand binding assay and the anticonvulsant effects in the mouse NMDA-induced seizure model. Among them, I [R = OCH2CO2H, CH2CO2H, (R)-OCHMeCO2H] showed high affinity to the NMDA-glycine binding site. The absolute configuration of the parent acid was confirmed by X-ray crystallog. anal. In particular, I [R = (R)-CHMeCO2H] was found to be a highly active glycine antagonist for both in vitro and in vivo assays (Ki = 1.0 ± 0.1 nM, ED50 = 2.3 mg/kg, i.v.) and also showed high selectivity for the glycine site. In addition, I [R = (R)-CHMeCO2H] was soluble enough in aqueous media (>10 mg/mL at pH 7.4) to use for medications by i.v. injection.

Journal of Medicinal Chemistry published new progress about NMDA receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Product Details of C9H9NO4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

You, Jyun-Guo; Jin, Dun-Yuan; Tseng, Wei-Bin; Tseng, Wei-Lung; Lin, Po-Chiao published the artcile< Gold(I)-Thiolate Oligomers for Catalytic Hydrogenation of Nitroaromatics in Aqueous and Organic Medium>, Recommanded Product: Methyl 2-(2-nitrophenyl)acetate, the main research area is gold thiolate oligomer nitroarom catalytic hydrogenation.

Thiolated gold nanoclusters (AuNCs) have been introduced to efficiently and selectively catalyze the hydrogenation of nitroaroms. due to the strong interaction of their S-Au-S staple motifs with the nitro groups of nitroaroms. However, without a gold core, gold(I)-thiolate oligomers (AuSOs) with S-Au-S staple motifs are rarely explored as catalysts for nitroaroms. Here, we report a straightforward strategy for the synthesis of AuSOs through hydroxyl radical-induced leaching of glutathione-capped gold nanoparticles (GSH-AuNPs). Raman spectroscopy and matrix-assisted laser desorption/ionization-time of flight mass spectrometry demonstrated that hydroxyl radical-triggered etching of the GSH-AuNPs resulted in the production of AuSOs, including Au4(GSH)7 and Au7(GSH)9. The AuSOs were found to catalyze NaBH4-mediated hydrogenation of 4-nitrophenol to 4-aminophenol with a chemoselectivity of ∼100 % and a normalized rate constant (Knor) of 4.8×105 s- g-1. In addition to the high affinity of the S-Au-S staple motifs for 4-nitrophenol, the unusual catalytic activity of the AuSOs was attributable to the fact that they efficiently catalyzed the production of H2 from NaBH4 and the reaction of dissolved oxygen and NaBH4. The chemoselectivity and applicability of the AuSOs were further verified by performing the catalytic reaction of Me 2-(2-nitrophenyl) acetate or Me 4-nitrobenzoate with NaBH4.

ChemCatChem published new progress about Binding energy. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Recommanded Product: Methyl 2-(2-nitrophenyl)acetate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Fife, Thomas H.; Duddy, Neil W. published the artcile< Intramolecular aminolysis of esters. Cyclization of esters of (o-aminophenyl)acetic acid>, Computed Properties of 30095-98-8, the main research area is kinetics cyclization aminophenylacetate base catalysis; mechanism cyclization aminophenylacetate LFER; oxindole; leaving group effect intramol aminolysis; proton transfer cyclization mechanism aminophenylacetate.

Rate constants are obtained for the cyclization of o-H2NC6H4CH2CO2R [R = Me (I), CF3CH2 (II)], or its protonated analog, to give III. The second order rate constant, kOH, for OH- catalysis of the reaction of I is 100-fold greater than that for the OH- catalyzed hydrolysis of PhCH2CO2Me. The kOH for cyclization of II is 85-fold greater, at 30°, than that of I. The bell shaped log k0 vs. pH profile for II at low pH indicates that the rate-determining step changes with pH and that the cyclization involves a tetrahedral addition product as an intermediate. The curved kobserved vs. buffer concentration plots for the cyclization of I at pH <7 (which indicates a buffer concentration dependence of the rate-determining step) supports this and shows that at pH >4 and low buffer concentration the breakdown of the tetrahedral intermediate is rate-determining The general base catalysis observed in the cyclization reaction of I and II (characterized by Broensted β 0.5 and 0.1, resp.) involves a proton transfer concerted with bond breaking in contrast with similar reactions of o-H2NCH2C6H4CO2Me [in which proton-transfer is rate-determining (β 1.0)]. The decrease in β as the leaving group improves indicates that the general base is partially removing a proton from the neutral tetrahedral intermediate as the C-O bond breaks. Several different mechanisms and/or rate-determining steps are possible (and are observed) in the intramol. aminolysis of aliphatic esters; the key features in these aminolysis reaction mechanisms are the nucleophile pKa, the steric fit of the nucleophile to the CO group, and the ease of C-O bond breaking in the tetrahedral intermediate decomposition to products.

Journal of the American Chemical Society published new progress about Amino esters Role: RCT (Reactant), RACT (Reactant or Reagent). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Computed Properties of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Nuriye, Ahmed Y.; Barr, Joseph published the artcile< Iodine-promoted oxidative homocoupling of methyl 2-arylacetates under equilibrium conditions using potassium tert-butoxide as a base>, Computed Properties of 30095-98-8, the main research area is phenylacetate iodine potassium tert butoxide promoter diastereoselective oxidative homocoupling; diphenylsuccinate preparation.

Iodine-promoted dimerization of enolates of Me 2-phenylacetates generated with t-BuOK under equilibrium conditions were reported. The oxidative homocoupling reaction furnished a mixture of dl and meso dimers in moderate to good yields and diastereoselectivity. Electron-withdrawing substituents on the Ph ring seem to facilitate dimerization leading to higher yields and ortho-substituted Ph acetates afford better diastereoselectivity.

Results in Chemistry published new progress about Aromatic esters Role: RCT (Reactant), RACT (Reactant or Reagent). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Computed Properties of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Prasad, Girija; Hanna, Patrick E.; Noland, Wayland E.; Venkatraman, Shankar published the artcile< 18-Crown-6 as a catalyst in the dialkylation of o-nitrophenacyl derivatives>, Related Products of 30095-98-8, the main research area is alkylation nitrophenacyl compound 18crown6 catalyst; catalyst crown ether dialkylation nitrophenacyl.

The dialkylation of o-nitrophenacyl ketones, o-nitrophenylacetate esters, and o-nitrophenylacetonitrile with alkyl halides and potassium tert-butoxide proceeds in good yields with 18-crown-6 as catalyst.

Journal of Organic Chemistry published new progress about Alkylation. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Related Products of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics