Tag: M.W:300-400

Badir, Shorouk O.; Dumoulin, Audrey; Matsui, Jennifer K.; Molander, Gary A. published the artcile< Synthesis of Reversed C-Acyl Glycosides through Ni/Photoredox Dual Catalysis>, Product Details of C22H23NO4, the main research area is photocatalyst radical coupling carboxylic acid glycoside synthesis; nickel photochem redox catalyst C glycoside synthesis drug design; 1,4-dihydropyridines; acylation; carboxylic acids; glycosides; single-electron transfer.

The incorporation of C-glycosides in drug design has become a routine practice for medicinal chemists. These naturally occurring building blocks exhibit attractive pharmaceutical profiles, and have become an important target of synthetic efforts in recent decades. Described herein is a practical, scalable, and versatile route for the synthesis of non-anomeric and unexploited C-acyl glycosides through a Ni/photoredox dual catalytic system. By utilizing an organic photocatalyst, a range of glycosyl-based radicals are generated and efficiently coupled with highly functionalized carboxylic acids at room temperature Distinctive features of this transformation include its mild conditions, impressive compatibility with a wide array of functional groups, and most significantly, preservation of the anomeric carbon: a handle for further, late-stage derivatization.

Angewandte Chemie, International Edition published new progress about C-Glycosides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 180181-05-9 belongs to class piperidines, and the molecular formula is C22H23NO4, Product Details of C22H23NO4.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Leimbacher, Markus; Zhang, Yixin; Mannocci, Luca; Stravs, Michael; Geppert, Tim; Scheuermann, Joerg; Schneider, Gisbert; Neri, Dario published the artcile< Discovery of Small-Molecule Interleukin-2 Inhibitors from a DNA-Encoded Chemical Library>, Category: piperidines, the main research area is DNA encoded chem library drug discovery protein ligand; interleukin 2 inhibitor DNA encoded chem library; tumor antigen carbonic anhydrase IX inhibitor DNA encoded library.

Libraries of chem. compounds individually coupled to encoding DNA tags (DNA-encoded chem. libraries) hold promise to facilitate exceptionally efficient ligand discovery. We constructed a high-quality DNA-encoded chem. library comprising 30 000 drug-like compounds; this was screened in 170 different affinity capture experiments High-throughput sequencing allowed the evaluation of 120 million DNA codes for a systematic anal. of selection strategies and statistically robust identification of binding mols. Selections performed against the tumor-associated antigen carbonic anhydrase IX (CA IX) and the pro-inflammatory cytokine interleukin-2 (IL-2) yielded potent inhibitors with exquisite target specificity. The binding mode of the revealed pharmacophore against IL-2 was confirmed by mol. docking. Our findings suggest that DNA-encoded chem. libraries allow the facile identification of drug-like ligands principally to any protein of choice, including mols. capable of disrupting high-affinity protein-protein interactions.

Chemistry – A European Journal published new progress about Affinity (affinity selection). 180181-05-9 belongs to class piperidines, and the molecular formula is C22H23NO4, Category: piperidines.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Mothukuri, Ganesh K.; Kale, Sangram S.; Stenbratt, Carl L.; Zorzi, Alessandro; Vesin, Jonathan; Bortoli Chapalay, Julien; Deyle, Kaycie; Turcatti, Gerardo; Cendron, Laura; Angelini, Alessandro; Heinis, Christian published the artcile< Macrocycle synthesis strategy based on step-wise ""adding and reacting"" three components enables screening of large combinatorial libraries>, Application In Synthesis of 180181-05-9, the main research area is plasma thrombin prothrombin thromboplastin X.

Macrocycles provide an attractive modality for drug development, but generating ligands for new targets is hampered by the limited availability of large macrocycle libraries. We have established a solution-phase macrocycle synthesis strategy in which three building blocks are coupled sequentially in efficient alkylation reactions that eliminate the need for product purification We demonstrate the power of the approach by combinatorially reacting 15 bromoacetamide-activated tripeptides, 42 amines, and 6 bis-electrophile cyclization linkers to generate a 3780-compound library with minimal effort. Screening against thrombin yielded a potent and selective inhibitor (Ki = 4.2 ± 0.8 nM) that efficiently blocked blood coagulation in human plasma. Structure-activity relationship and X-ray crystallog. anal. revealed that two of the three building blocks acted synergistically and underscored the importance of combinatorial screening in macrocycle development. The three-component library synthesis approach is general and offers a promising avenue to generate macrocycle ligands to other targets.

Chemical Science published new progress about Alkylation. 180181-05-9 belongs to class piperidines, and the molecular formula is C22H23NO4, Application In Synthesis of 180181-05-9.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Neveu, Cindy; Lefranc, Benjamin; Tasseau, Olivier; Do-Rego, Jean-Claude; Bourmaud, Adele; Chan, Philippe; Bauchat, Patrick; Marec, Olivier Le; Chuquet, Julien; Guilhaudis, Laure; Boutin, Jean A.; Segalas-Milazzo, Isabelle; Costentin, Jean; Vaudry, Hubert; Baudy-Floc’h, Michele; Vaudry, David; Leprince, Jerome published the artcile< Rational design of a low molecular weight, stable, potent, and long-lasting GPR103 aza-β3-pseudopeptide agonist>, Recommanded Product: 2-(1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidin-4-yl)acetic acid, the main research area is RFamide neuropeptide analog aza pseudopeptide GPR103 agonist synthesis conformation; peptide RFamide neuropeptide aza beta pseudopeptide agonist drug design; calcium mobilizing structure activity appetite depressants hydrogen bond.

26RFa, a novel RFamide neuropeptide, is the endogenous ligand of the former orphan receptor GPR103. Intracerebroventricular injection of 26RFa and its C-terminal heptapeptide, 26RFa(20-26), stimulates food intake in rodents. To develop potent, stable ligands of GPR103 with low mol. weight, we have designed a series of aza-β3-containing 26RFa(20-26) analogs for their propensity to establish intramol. hydrogen bonds, and we have evaluated their ability to increase [Ca2+]i in GPR103-transfected cells. We have identified a compound, [Cmpi21,aza-β3-Hht23]26RFa(21-26), which was 8-fold more potent than 26RFa(20-26) in mobilizing [Ca2+]i. This pseudopeptide was more stable in serum than 26RFa(20-26) and exerted a longer lasting orexigenic effect in mice. This study constitutes an important step toward the development of 26RFa analogs that could prove useful for the treatment of feeding disorders.

Journal of Medicinal Chemistry published new progress about Appetite depressants. 180181-05-9 belongs to class piperidines, and the molecular formula is C22H23NO4, Recommanded Product: 2-(1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidin-4-yl)acetic acid.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Badir, Shorouk O.; Lipp, Alexander; Krumb, Matthias; Cabrera-Afonso, Maria Jesus; Kammer, Lisa Marie; Wu, Victoria E.; Huang, Minxue; Csakai, Adam; Marcaurelle, Lisa A.; Molander, Gary A. published the artcile< Photoredox-mediated hydroalkylation and hydroarylation of functionalized olefins for DNA-encoded library synthesis>, Computed Properties of 180181-05-9, the main research area is phthalimide ester DNA conjugated trifluoromethyl alkene photoredox catalyst trifluoromethylation; DNA encoded trifluoromethylalkyl aryl amide preparation; alkene DNA conjugated aryl iodide photoredox catalyst reductive alkylation; alkylaryl DNA encoded amide preparation.

DNA-encoded library (DEL) technol. features a time- and cost-effective interrogation format for the discovery of therapeutic candidates in the pharmaceutical industry. To develop DEL platforms, the implementation of water-compatible transformations that facilitate the incorporation of multifunctional building blocks (BBs) with high C(sp3) carbon counts is integral for success. In this report, a decarboxylative-based hydroalkylation of DNA-conjugated trifluoromethyl-substituted alkenes enabled by single-electron transfer (SET) and subsequent hydrogen atom termination through electron donor-acceptor (EDA) complex activation was detailed. In a further photoredox-catalyzed hydroarylation protocol, the coupling of functionalized, electronically unbiased olefins was achieved under air and within minutes of blue light irradiation through the intermediacy of reactive (hetero)aryl radical species with full retention of the DNA tag integrity. Notably, these processes operate under mild reaction conditions, furnishing complex structural scaffolds with a high d. of pendant functional groups.

Chemical Science published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 180181-05-9 belongs to class piperidines, and the molecular formula is C22H23NO4, Computed Properties of 180181-05-9.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Deng, Yuqing; Peng, Jianzhao; Xiong, Feng; Song, Yinan; Zhou, Yu; Zhang, Jianfu; Lam, Fong Sang; Xie, Chao; Shen, Wenyin; Huang, Yiran; Meng, Ling; Li, Xiaoyu published the artcile< Selection of DNA-Encoded Dynamic Chemical Libraries for Direct Inhibitor Discovery>, Computed Properties of 180181-05-9, the main research area is DNA dynamics library inhibitor discovery; DNA; DNA-encoded dynamic libraries; drug discovery; dynamic combinatorial libraries; high-throughput screening.

Dynamic combinatorial libraries (DCLs) is a powerful tool for ligand discovery in biomedical research; however, the application of DCLs has been hampered by their low diversity. Recently, the concept of DNA encoding has been employed in DCLs to create DNA-encoded dynamic libraries (DEDLs); however, all current DEDLs are limited to fragment identification, and a challenging process of fragment linking is required after selection. The authors report an anchor-directed DEDL approach that can identify full ligand structures from large-scale DEDLs. This method is also able to convert unbiased libraries into focused ones targeting specific protein classes. The authors demonstrated this method by selecting DEDLs against five proteins, and novel inhibitors were identified for all targets. Notably, several selective BD1/BD2 inhibitors were identified from the selections against bromodomain 4 (BRD4), an important anti-cancer drug target. This work may provide a broadly applicable method for inhibitor discovery.

Angewandte Chemie, International Edition published new progress about Antitumor agents. 180181-05-9 belongs to class piperidines, and the molecular formula is C22H23NO4, Computed Properties of 180181-05-9.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Amani, Javad; Molander, Gary A. published the artcile< Direct Conversion of Carboxylic Acids to Alkyl Ketones>, Reference of 180181-05-9, the main research area is ketone preparation photoredox synergistic catalytic coupling carboxylic acid alkyltrifluoroborate; synergistic photoredox nickel catalytic coupling carboxylic acid alkyltrifluoroborate.

An efficient and mild method for acyl-Csp3 bond formation based on the direct conversion of carboxylic acids has been established. This protocol is enabled by the synergistic, Ir-photoredox/nickel catalytic cross-coupling of in situ activated carboxylic acids and alkyltrifluoroborates. This versatile method is amenable to the cross-coupling of structurally diverse carboxylic acids with various potassium alkyltrifluoroborates, affording the corresponding ketones with high yields. In this operationally simple cross-coupling protocol, aliphatic ketones are obtained in one step from bench stable, readily available carboxylic acids.

Organic Letters published new progress about Carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent) (activated). 180181-05-9 belongs to class piperidines, and the molecular formula is C22H23NO4, Reference of 180181-05-9.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Badir, Shorouk O.; Lipp, Alexander; Krumb, Matthias; Cabrera-Afonso, Maria Jesus; Kammer, Lisa Marie; Wu, Victoria E.; Huang, Minxue; Csakai, Adam; Marcaurelle, Lisa A.; Molander, Gary A. published the artcile< Photoredox-mediated hydroalkylation and hydroarylation of functionalized olefins for DNA-encoded library synthesis>, Synthetic Route of 180181-05-9, the main research area is phthalimide ester DNA conjugated trifluoromethyl alkene photoredox catalyst trifluoromethylation; DNA encoded trifluoromethylalkyl aryl amide preparation; alkene DNA conjugated aryl iodide photoredox catalyst reductive alkylation; alkylaryl DNA encoded amide preparation.

DNA-encoded library (DEL) technol. features a time- and cost-effective interrogation format for the discovery of therapeutic candidates in the pharmaceutical industry. To develop DEL platforms, the implementation of water-compatible transformations that facilitate the incorporation of multifunctional building blocks (BBs) with high C(sp3) carbon counts is integral for success. In this report, a decarboxylative-based hydroalkylation of DNA-conjugated trifluoromethyl-substituted alkenes enabled by single-electron transfer (SET) and subsequent hydrogen atom termination through electron donor-acceptor (EDA) complex activation was detailed. In a further photoredox-catalyzed hydroarylation protocol, the coupling of functionalized, electronically unbiased olefins was achieved under air and within minutes of blue light irradiation through the intermediacy of reactive (hetero)aryl radical species with full retention of the DNA tag integrity. Notably, these processes operate under mild reaction conditions, furnishing complex structural scaffolds with a high d. of pendant functional groups.

Chemical Sciencepublished new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 180181-05-9 belongs to class piperidines, and the molecular formula is C22H23NO4, Synthetic Route of 180181-05-9.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Amani, Javad; Molander, Gary A. published the artcile< Direct Conversion of Carboxylic Acids to Alkyl Ketones>, Quality Control of 180181-05-9, the main research area is ketone preparation photoredox synergistic catalytic coupling carboxylic acid alkyltrifluoroborate; synergistic photoredox nickel catalytic coupling carboxylic acid alkyltrifluoroborate.

An efficient and mild method for acyl-Csp3 bond formation based on the direct conversion of carboxylic acids has been established. This protocol is enabled by the synergistic, Ir-photoredox/nickel catalytic cross-coupling of in situ activated carboxylic acids and alkyltrifluoroborates. This versatile method is amenable to the cross-coupling of structurally diverse carboxylic acids with various potassium alkyltrifluoroborates, affording the corresponding ketones with high yields. In this operationally simple cross-coupling protocol, aliphatic ketones are obtained in one step from bench stable, readily available carboxylic acids.

Organic Letterspublished new progress about Carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent) (activated). 180181-05-9 belongs to class piperidines, and the molecular formula is C22H23NO4, Quality Control of 180181-05-9.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

220394-97-8, 1-Boc-4-(Cbz-amino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of r/-butyl 4-(benzyloxycarbonylamino)piperidine-l -carboxylate (2.13 g, 6.38 mmol) in methanol (20 mL) was added 4 N hydrogen chloride in dioxane (8.0 mL, 31.8 mmol) in a dropwise manner at room temperature, then heated to 40 C for 1 hour. The mixture was concentrated and dried to give benzyl piperidin-4-ylcarbamate hydrochloride as a white solid, which was used without further purification. MS (EI) for C |3H,8N202: 235.0 (MH+).

220394-97-8, The synthetic route of 220394-97-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; EXELIXIS, INC.; RICE, Kenneth, D.; FOSTER, Paul; WO2014/160177; (2014); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem