Tag: M.W=150-200

Liu, Lei; Lee, Wes; Youshaw, Cassandra R.; Yuan, Mingbin; Geherty, Michael B.; Zavalij, Peter Y.; Gutierrez, Osvaldo published the artcile< Fe-catalyzed three-component dicarbofunctionalization of unactivated alkenes with alkyl halides and Grignard reagents>, Category: esters-buliding-blocks, the main research area is alkylarylated compound chemoselective regioselective diastereoselective preparation; alkene alkylhalide Grignard reagent three component dicarbofunctionalization iron catalyst.

A highly chemoselective iron-catalyzed three-component dicarbofunctionalization of unactivated olefins with alkyl halides (iodides and bromides) and sp2-hybridized Grignard reagents was reported. The reaction operates under fast turnover frequency and tolerated a diverse range of sp2-hybridized nucleophiles, alkyl halides and unactivated olefins to yield the desired 1,2-alkylarylated products R1R2R3CCH2CHRCH2alkyl [R = Ph, 4-MePH, 2-naphthyl, etc.; R1 = H, Me; R2 = H, Me, Et; R3 = Me, Et, (CH2)2Ph, etc.; alkyl = n-hexyl, (CH2)2CH:CH, (CH2)2Ph, etc.] with high regiocontrol. Further, this protocol was amenable for the synthesis of new (hetero)carbocycles including tetrahydrofurans and pyrrolidines such as I [Ar = 3-MeOPh, 2-MePH, 3-thienyl, etc.; X = O] via a three-component radical cascade cyclization/arylation that forges three new C-C bonds was also demonstrated.

Chemical Science published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 151259-38-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H19NO2, Category: esters-buliding-blocks.

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

Mattingly, Stephanie J.; Wuest, Frank; Schirrmacher, Ralf published the artcile< Synthesis of 2-Fluoroacetoacetic Acid and 4-Fluoro-3-hydroxybutyric Acid>, Formula: C6H10O5, the main research area is fluoroacetoacetic acid preparation; acetoacetate ester fluorination; fluoro hydroxybutyric acid preparation; epoxyester fluorination.

The synthesis of two new fluorinated butyric acids (and three related esters) these were derivatives of the metabolites acetoacetic acid and 3-hydroxybutyric acid. 4-Fluoro-3-hydroxybutyric acid was synthesized from epoxy ester precursors via ring opening by triethylamine trihydrofluoride. 2-Fluoroacetoacetic acid was prepared by electrophilic fluorination of an acid-labile β-keto ester. The gradual pH-dependent decarboxylation of 2-fluoroacetoacetic acid was investigated by 19F NMR spectroscopy.

Synthesis published new progress about Acid halides Role: SPN (Synthetic Preparation), PREP (Preparation). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Formula: C6H10O5.

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

Drouillat, Bruno; Poupardin, Olivia; Bourdreux, Yann; Greck, Christine published the artcile< Diastereoselective syntheses of α-amino-β-hydroxyesters precursors of the ribosyl-diazepanone core of the liposidomycins>, Recommanded Product: Methyl 4,4-dimethoxy-3-oxobutanoate, the main research area is amino hydroxyester glycoside chiral synthon preparation liposidomycin; ribosyl hydroxy amino ester diastereoselective preparation.

The diastereoselective syntheses of the O-protected ribosyl-β-hydroxy-α-amino esters, precursors of α-ribosyl-diazepanone core analogs of the liposidomycins, resp., from the β-ketoesters are described. The anti relationship between the two adjacent aminated and hydroxylated carbons was controlled by sequential hydrogenation of the β-ketoesters in the presence of chiral ruthenium catalysts and electrophilic amination of the resulting β-hydroxyesters.

Tetrahedron Letters published new progress about Chiral synthons. 60705-25-1 belongs to class esters-buliding-blocks, and the molecular formula is C7H12O5, Recommanded Product: Methyl 4,4-dimethoxy-3-oxobutanoate.

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

Shim, Jae Ho; Nam, Si Hun; Kim, Byeong-Seon; Ha, Deok-Chan published the artcile< Organocatalytic asymmetric Michael addition of ketones to α, β-unsaturated nitro compounds>, Related Products of 19241-24-8, the main research area is ketone unsaturated nitro compound organocatalytic asym Michael addition.

An organic catalyst “”(R, R)-1,2-diphenylethylenediamine(DPEN) derivative”” was developed as a chiral bifunctional organocatalyst and applied for asym. Michael additions of aromatic ketones to trans-β-nitroalkene compounds under neutral conditions. The isopropyl-substituted thiourea catalyst in neutral condition provides high chem. yield and enantioselectivities (ee) (up to 96% yield, 98% ee).

Catalysts published new progress about Michael reaction catalysts, stereoselective. 19241-24-8 belongs to class esters-buliding-blocks, and the molecular formula is C11H13NS, Related Products of 19241-24-8.

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

Cerda, Matthew M.; Mancuso, Jenna L.; Mullen, Emma J.; Hendon, Christopher H.; Pluth, Michael D. published the artcile< Use of Dithiasuccinoyl-Caged Amines Enables COS/H2S Release Lacking Electrophilic Byproducts>, SDS of cas: 19241-24-8, the main research area is dithiasuccinoyl carbonyl sulfide hydrogen sulfide release; bioorganic chemistry; carbonyl sulfide; hydrogen sulfide; reactive sulfur species.

The enzymic conversion of carbonyl sulfide (COS) to hydrogen sulfide (H2S) by carbonic anhydrase has been used to develop self-immolating thiocarbamates as COS-based H2S donors to further elucidate the impact of reactive sulfur species in biol. The high modularity of this approach has provided a library of COS-based H2S donors that can be activated by specific stimuli. A common limitation, however, is that many such donors result in the formation of an electrophilic quinone methide byproduct during donor activation. As a mild alternative, we demonstrate here that dithiasuccinoyl groups can function as COS/H2S donor motifs, and that these groups release two equivalent of COS/H2S and uncage an amine payload under physiol. relevant conditions. Addnl., we demonstrate that COS/H2S release from this donor motif can be altered by electronic modulation and alkyl substitution. These insights are further supported by DFT investigations, which reveal that aryl and alkyl thiocarbamates release COS with significantly different activation energies.

Chemistry – A European Journal published new progress about Free energy of activation. 19241-24-8 belongs to class esters-buliding-blocks, and the molecular formula is C11H13NS, SDS of cas: 19241-24-8.

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

Patane, Emanuele; Pittala, Valeria; Guerrera, Francesco; Salerno, Loredana; Romeo, Giuseppe; Siracusa, Maria Angela; Russo, Filippo; Manetti, Fabrizio; Botta, Maurizio; Mereghetti, Ilario; Cagnotto, Alfredo; Mennini, Tiziana published the artcile< Synthesis of 3-Arylpiperazinylalkylpyrrolo[3,2-d]pyrimidine-2,4-dione Derivatives as Novel, Potent, and Selective α1-Adrenoceptor Ligands>, COA of Formula: C7H10N2O2, the main research area is pyrrolopyrimidine dione piperazinylalkyl preparation selective adrenoceptor ligand QSAR.

Novel compounds I [X = (CH2)2, (CH2)3; R1 = H, Ph, 2-ClC6H4, 4-MeC6H4, etc.; R2 = 2-MeOC6H4, 4-MeOC6H4, 2-ClC6H4], characterized by a pyrrolo[3,2-d]pyrimidine-2,4-dione (PPm) system connected through an alkyl chain to a phenylpiperazine (PPz) residue, were designed as structural analogs of the α1-adrenoceptor (α1-AR) ligand RN5. In this new series of derivatives, the indole nucleus of RN5 was replaced by an arylpyrrolo moiety. Several structural modifications were performed on the PPm and PPz moieties and the connecting alkyl chain. These compounds were synthesized and tested in radioligand binding experiments where many of them showed interesting binding profiles. Some compounds, including I [X = (CH2)2; R1 = 2-ClC6H4, 4-ClC6H4, 4-MeC6H4; R2 = 2-ClC6H4], displayed substantial α1-AR selectivity with respect to serotoninergic 5-HT1A and dopaminergic D1 and D2 receptors. Two different mol. modeling approaches (pharmacophoric mapping and quant. structure-affinity relationship anal.) have been applied to rationalize, at a quant. level, the relationships between affinity toward α1-ARs and the structure of the studied compounds Several QSAR models have been reported and described, accounting for the influence of various mol. portions on such affinity data.

Journal of Medicinal Chemistry published new progress about Pharmacophores. 252932-48-2 belongs to class esters-buliding-blocks, and the molecular formula is C7H10N2O2, COA of Formula: C7H10N2O2.

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

Tsai, Cheng-Che; Chuang, Wei-Tsung; Tsai, Yow-Fu; Li, Jyun-Ting; Wu, Yu-Fa; Liao, Chun-Chen published the artcile< Intra- and intermolecular hydrogen bonds enhance the fluoride-responsiveness of functionalized glycolipid-based gelators>, Application In Synthesis of 617-55-0, the main research area is glycolipid preparation supramol gel assembly hydrogen bond fluoride.

The authors propose a facile approach toward enhancing the efficiency of fluoride-responsive gels through the positioning of functionalized receptor units, allowing tunable intra- and intermol. hydrogen bonding, in the gelator mols. The authors have prepared the new glycolipid-based gelator 2 and its hydroxy and methoxy derivatives 2a and 2b, resp., to study the effects of three types modes of supramol. assembly: solely intermol. hydrogen bonding in 2, solely intramol. hydrogen bonding in 2b, and both inter- and intramol. hydrogen bonding in 2a. 1H NMR spectra confirmed the self-assembly interactions of these glycolipid-based gelators. The authors measured the min. gel concentrations and sol-gel transitions and recorded x-ray diffraction patterns and electron micrographs to characterize the gelation behavior and structural organization of each of these supramol. gels. Among these three gelators, only 2 and 2a could form organogels in the test solvents, indicating that intermol. hydrogen bonding plays a determinant role in the supramol. assemblies leading to gelation. The self-assembly of 2 resulted in a bilayer-packed lamellar structure within ribbon-like fibers, whereas that of 2a resulted in hexagonally packed cylindrical micelles within tree-like fibers. A min. amount of 0.3 equiv of F- was required for complete disruption of the gel formed from 2a, which was approx. four times lower than that required for the gel formed from 2. Thus, the incorporation of a β-hydroxy motif-the only difference in the chem. structures of 2 and 2a-led to interesting variations in the resulting gel morphologies and enhanced the gel’s fluoride-responsiveness.

Journal of Materials Chemistry B: Materials for Biology and Medicine published new progress about Gelation. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Application In Synthesis of 617-55-0.

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

Liu, Yan; Haste, Nina M.; Thienphrapa, Wdee; Nizet, Victor; Hensler, Mary; Li, Rongshi published the artcile< Marinopyrrole derivatives as potential antibiotic agents against methicillin-resistant Staphylococcus aureus (I)>, Category: esters-buliding-blocks, the main research area is Staphylococcus methicillin resistance marinopyrrole A antibiotic; MRSA; SAR; antibiotics; asymmetrical marinopyrroles; marinopyrrole.

Infections caused by drug-resistant pathogens are on the rise. The ongoing spread of methicillin-resistant Staphylococcus aureus (MRSA) strains exemplifies the urgent need for new antibiotics. The marine natural product, marinopyrrole A, was previously shown to have potent antibiotic activity against Gram-pos. pathogens, including MRSA. However, its min. inhibitory concentration (MIC) against MRSA was increased by >500 fold in the presence of 20% human serum, thus greatly limiting therapeutic potential. Here we report our discovery of a novel derivative of marinopyrrole A, designated 1a, featuring a 2-4 fold improved MIC against MRSA and significantly less susceptibility to serum inhibition. Importantly, compound 1a displayed rapid and concentration-dependent killing of MRSA. Compared to the natural product counterpart, compound 1a provides an important natural product based scaffold for further Structure Activity Relationship (SAR) and optimization.

Marine Drugs published new progress about Antimicrobial agents. 252932-48-2 belongs to class esters-buliding-blocks, and the molecular formula is C7H10N2O2, Category: esters-buliding-blocks.

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

Zhang, Junjie; Wang, Huanxia; Ma, Yun; Wang, Youming; Zhou, Zhenghong; Tang, Chuchi published the artcile< CaF2 catalyzed SN2 type chlorodehydroxylation of chiral secondary alcohols with thionyl chloride: a practical and convenient approach for the preparation of optically active chloroalkanes>, Category: esters-buliding-blocks, the main research area is chloroalkane chiral preparation; calcium fluoride catalyst chlorodehydroxylation chiral secondary alc thionyl chloride.

A CaF2 catalyzed chlorodehydroxylation of chiral secondary alcs. with thionyl chloride has been developed. The chlorination reaction is effective for a wide range of alcs., generating the corresponding chloroalkanes in good yield with high optical purity with inversion of the original configuration of the alc.

Tetrahedron Letters published new progress about Chlorination. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Category: esters-buliding-blocks.

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

Chen, Guihua; Cao, Jian; Wang, Qian; Zhu, Jieping published the artcile< Desymmetrization of Prochiral Cyclopentenes Enabled by Enantioselective Palladium-Catalyzed Oxidative Heck Reaction>, HPLC of Formula: 30095-98-8, the main research area is desymmetrization cyclopentene enantioselective oxidative Heck palladium catalyst; oxidative Heck arylboronic acid cyclopentene palladium catalyst diastereoselective enantioselective.

In the presence of a catalytic amount of Pd(TFA)2 and a chiral Pyox ligand under oxygen atm., oxidative Heck reaction between arylboronic acids and 4-substituted or 4,4-disubstituted cyclopent-1-enes afforded the chiral arylated products with concurrent creation of two stereocenters in good yields with excellent diastereo- and enantioselectivities.

Organic Letters published new progress about Arylboronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, HPLC of Formula: 30095-98-8.

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