Tyrol, Chet C.’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2020 | CAS: 343338-28-3

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation) (diaryl). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Product Details of C4H11NOS.

Tyrol, Chet C. published the artcileIron-catalysed enantioconvergent Suzuki-Miyaura cross-coupling to afford enantioenriched 1,1-diarylalkanes, Product Details of C4H11NOS, the main research area is diarylalkane enantioselective preparation; benzylic chloride aryl boronic ester iron catalyst Suzuki Miyaura.

The first stereoconvergent Suzuki-Miyaura cross-coupling reaction was developed to afford enantioenriched 1,1-diarylalkanes I [R = Me, Et, i-Pr, etc.; R1 = Ph, 4-FC6H4, 1-naphthyl, etc.; R2 = Ph, 4-MeC6H4, 2-naphthyl, etc.]. An iron-based complex containing a chiral cyanobis(oxazoline) ligand framework was best to obtain enantioenriched 1,1-diarylalkanes from cross-coupling reactions between unactivated aryl boronic esters and benzylic chlorides. Enhanced yields were obtained when 1,3,5-trimethoxybenzene was used as an additive, which was hypothesized to extend the lifetime of the iron-based catalyst. Exceptional enantioselectivities were obtained with challenging ortho-substituted benzylic chlorides.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation) (diaryl). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Product Details of C4H11NOS.

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

Wang, Huanan’s team published research in Journal of the American Chemical Society in 2020-05-27 | CAS: 343338-28-3

Journal of the American Chemical Society published new progress about Allenes Role: SPN (Synthetic Preparation), PREP (Preparation) (chiral). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Computed Properties of 343338-28-3.

Wang, Huanan published the artcilePd-Catalyzed Enantioselective Syntheses of Trisubstituted Allenes via Coupling of Propargylic Benzoates with Organoboronic Acids, Computed Properties of 343338-28-3, the main research area is allene preparation enantioselective; racemic propargylic benzoate organoboronic acid coupling palladium catalyst.

Enabled by the newly developed ligand, Ming-Phos, the first example of palladium-catalyzed highly enantioselective coupling of racemic propargylic benzoates with organoboronic acids for chiral allenes synthesis has been developed. Excellent asym. induction has been achieved with a decent substrate scope. Synthetic potentials for the construction of polycyclic compounds with multiple chiral centers have been demonstrated.

Journal of the American Chemical Society published new progress about Allenes Role: SPN (Synthetic Preparation), PREP (Preparation) (chiral). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Computed Properties of 343338-28-3.

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

Li, Hanyuan’s team published research in Advanced Synthesis & Catalysis in 2020-07-03 | CAS: 343338-28-3

Advanced Synthesis & Catalysis published new progress about Carbonates Role: RCT (Reactant), RACT (Reactant or Reagent) (allylic). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, SDS of cas: 343338-28-3.

Li, Hanyuan published the artcileEnantiopure Chiral Phosphines Bearing a Sulfinyl Group and their Application in Catalytic Enantiodivergent Synthesis of Polysubstituted Pyrrolines, SDS of cas: 343338-28-3, the main research area is polysubstituted pyrroline enantiodivergent diastereoselective preparation; unsaturated imine allylic carbonate annulation enantiopure chiral phosphine catalyst.

In this work, a type of enantiopure chiral phosphines bearing a polar S=O sulfinyl group as the chiral unit in the mol. was developed, which could be prepared in either enantiomeric form from com. available materials by a three-step route. The enantiopure chiral phosphines could catalyze enantiodivergent asym. [4+1] annulation reactions of α,β-unsaturated imines and allylic carbonates, delivering polysubstituted pyrrolines I [R1 = C6H5, 4-FC6H4, 3-furyl, etc.; R2 = C6H5, 4-ClC6H4, 4-FC6H4, etc.] in either enantiomeric form in up to 99% yield and up to 99% ee, and thus empower a method for dual stereo-controlled synthesis of chiral pyrrolines. This work accordingly unveiled a practical and predictable strategy to realize enantiodivergent synthesis.

Advanced Synthesis & Catalysis published new progress about Carbonates Role: RCT (Reactant), RACT (Reactant or Reagent) (allylic). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, SDS of cas: 343338-28-3.

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

Maiti, Panchanan’s team published research in International Journal of Molecular Sciences in 2020 | CAS: 343338-28-3

International Journal of Molecular Sciences published new progress about Alzheimer disease. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, HPLC of Formula: 343338-28-3.

Maiti, Panchanan published the artcileAmeliorative properties of boronic compounds inin vitro and in vivo models of Alzheimer′s disease, HPLC of Formula: 343338-28-3, the main research area is Alzheimers disease TPVA TBSA amyloid beta plaque GFAP neuroinflammation; Alzheimer’s disease; C. elegans; amyloid beta protein; amyloid plaque; boron compound; neurodegeneration; neuroinflammation.

Alzheimer′s disease (AD) is characterized by amyloid (Aβ) aggregation, hyperphosphorylated tau, neuroinflammation, and severe memory deficits. Reports that certain boronic compounds can reduce amyloid accumulation and neuroinflammation prompted us to compare trans-2-phenylvinyl-boronic-acid-MIDA-ester (TPVA) and trans-beta-styryl-boronic-acid (TBSA) as treatments of deficits in in vitro and in vivo models of AD. We hypothesized that these compounds would reduce neuropathol. deficits in cell-culture and animal models of AD. Using a dot-blot assay and cultured N2a cells, we observed that TBSA inhibited Aβ42 aggregation and increased cell survival more effectively than did TPVA. These TBSA-induced benefits were extended to C. elegans expressing Aβ42 and to the 5xFAD mouse model of AD. Oral administration of 0.5 mg/kg dose of TBSA or an equivalent amount of methylcellulose vehicle to groups of six- and 12-mo-old 5xFAD or wild-type mice over a two-month period prevented recognition- and spatial-memory deficits in the novel-object recognition and Morris-water-maze memory tasks, resp., and reduced the number of pyknotic and degenerated cells, Aβ plaques, and GFAP and Iba-1 immunoreactivity in the hippocampus and cortex of these mice. These findings indicate that TBSA exerts neuroprotective properties by decreasing amyloid plaque burden and neuroinflammation, thereby preventing neuronal death and preserving memory function in the 5xFAD mice.

International Journal of Molecular Sciences published new progress about Alzheimer disease. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, HPLC of Formula: 343338-28-3.

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

Groleau, Robin R.’s team published research in Journal of Organic Chemistry in 2020-01-17 | CAS: 343338-28-3

Journal of Organic Chemistry published new progress about NMR spectroscopy. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, SDS of cas: 343338-28-3.

Groleau, Robin R. published the artcileA Three-Component Derivatization Protocol for Determining the Enantiopurity of Sulfinamides by 1H and 19F NMR Spectroscopy, SDS of cas: 343338-28-3, the main research area is derivatization protocol enantiopurity sulfinamide 1H 19F NMR spectroscopy.

A practically simple three-component chiral derivatization protocol has been developed to determine the enantiopurity of eight S-chiral sulfinamides by 1H and 19F NMR spectroscopic anal., based on their treatment with a 2-formylphenylboronic acid template and enantiopure pinanediol to afford a mixture of diastereomeric sulfiniminoboronate esters whose diastereomeric ratio is an accurate reflection of the enantiopurity of the parent sulfinamide.

Journal of Organic Chemistry published new progress about NMR spectroscopy. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, SDS of cas: 343338-28-3.

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

Huchenski, Blake S. N.’s team published research in Organic & Biomolecular Chemistry in 2019 | CAS: 343338-28-3

Organic & Biomolecular Chemistry published new progress about Alcohols Role: RGT (Reagent), RACT (Reactant or Reagent) (chiral protic additives). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide.

Huchenski, Blake S. N. published the artcileProtic additives or impurities promote imine reduction with pinacolborane, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide, the main research area is protic additive promote alkyl mine reduction pinacolborane reagent.

The authors report here that addition of stoichiometric amounts of alcs. or H2O to mixtures of imines and pinacolborane promote reduction reactions. The reactions of several imines were examined, revealing that alkyl imines were reduced, while aniline derived imines were not effectively reduced. The use of binol as an additive resulted in modest enantioinduction, however other chiral additives that were screened gave negligible enantioinduction. While the reactions described herein are not competitive in conversion with established imine reduction technologies, this work reveals that the presence of protic impurities must be considered as a promoter of side reactions in catalyzed imine hydroborations. Amines also promote imine reduction in certain cases, raising the possibility of a slow autocatalytic reaction. The ability of H2O or other protic impurities to promote the reduction of imines with pinacolborane represents an important identification of a potential source of background reaction in catalyzed reductions of imines.

Organic & Biomolecular Chemistry published new progress about Alcohols Role: RGT (Reagent), RACT (Reactant or Reagent) (chiral protic additives). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide.

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

Kurohara, Takashi’s team published research in ChemBioChem in 2021-11-16 | CAS: 343338-28-3

ChemBioChem published new progress about CD25 antigens Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Application In Synthesis of 343338-28-3.

Kurohara, Takashi published the artcileIdentification of Novel Histone Deacetylase 6-Selective Inhibitors Bearing 3,3,3-Trifluorolactic Amide (TFLAM) Motif as a Zinc Binding Group, Application In Synthesis of 343338-28-3, the main research area is trifluorolactic amide motif zinc binding group histone deacetylase inhibitor; HDAC6; drug discovery; fluorine; medicinal chemistry.

Pharmacol. inhibition of histone deacetylase 6 (HDAC6) is an effective therapeutic strategy for cancer and immunol. diseases. Most of the previously reported HDAC6 inhibitors have a hydroxamate group as a zinc binding group (ZBG), which coordinates to the catalytic zinc ion of HDAC6. The hydroxamate group is liable to metabolically generate mutagenetic hydroxylamine; therefore, non-hydroxamate HDAC6 inhibitors would be advantageous. In this study, to identify novel non-hydroxamate HDAC6-selective inhibitors, screening of a chem. library and the subsequent structural optimization were performed, which led to the identification of HDAC6-selective inhibitors with 3,3,3-trifluorolactic amide (TFLAM) as a novel ZBG. The identified inhibitor showed potent and selective HDAC6-inhibitory activity in cells and induced regulatory T (Treg) cell differentiation.

ChemBioChem published new progress about CD25 antigens Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Application In Synthesis of 343338-28-3.

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

Ishihara, Kazuaki’s team published research in Angewandte Chemie, International Edition in 2020-09-21 | CAS: 343338-28-3

Angewandte Chemie, International Edition published new progress about Acidity (LFER for acidity of N-acylpyrazoles vs. mol. electrostatic potential). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Formula: C4H11NOS.

Ishihara, Kazuaki published the artcileEnantio- and Site-Selective α-Fluorination of N-Acyl 3,5-Dimethylpyrazoles Catalyzed by Chiral π-CuII Complexes, Formula: C4H11NOS, the main research area is enantioselective regioselective fluorination acyldimethylpyrazole chiral pi copper complex; asymmetric catalysis; copper; fluorination; pyrazoles; π-cation interactions.

Catalytic enantioselective α-fluorination reactions of carbonyl compounds are among the most powerful and efficient synthetic methods for constructing optically active α-fluorinated carbonyl compounds Nevertheless, α-fluorination of α-nonbranched carboxylic acid derivatives is still a big challenge because of relatively high pKa values of their α-hydrogen atoms and difficulty of subsequent synthetic transformation without epimerization. Herein we show that chiral copper(II) complexes of 3-(2-naphthyl)-L-alanine-derived amides are highly effective catalysts for the enantio- and site-selective α-fluorination of N-(α-arylacetyl) and N-(α-alkylacetyl) 3,5-dimethylpyrazoles [e.g., I → II (99%, 91% ee)]. The substrate scope of the transformation is very broad (25 examples including a quaternary α-fluorinated α-amino acid derivative). α. α-Fluorinated products were converted into the corresponding esters, secondary amides, tertiary amides, ketones, and alcs. with almost no epimerization in high yield.

Angewandte Chemie, International Edition published new progress about Acidity (LFER for acidity of N-acylpyrazoles vs. mol. electrostatic potential). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Formula: C4H11NOS.

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

Iusupov, Ildar R.’s team published research in European Journal of Medicinal Chemistry in 2021-11-15 | CAS: 343338-28-3

European Journal of Medicinal Chemistry published new progress about Antiviral agents. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Application In Synthesis of 343338-28-3.

Iusupov, Ildar R. published the artcileDesign of gp120 HIV-1 entry inhibitors by scaffold hopping via isosteric replacements, Application In Synthesis of 343338-28-3, the main research area is HIV gp120 inhibitor preparation antiviral; Drug discovery; HIV; Lead optimization; Screening; Synthesis; gp120.

We present the development of alternative scaffolds and validation of their synthetic pathways as a tool for the exploration of new HIV gp120 inhibitors based on the recently discovered inhibitor of this class, NBD-14136. The new synthetic routes were based on isosteric replacements of the amine and acid precursors required for the synthesis of NBD-14136, guided by mol. modeling and chem. feasibility anal. To ensure that these synthetic tools and new scaffolds had the potential for further exploration, we eventually tested few representative compounds from each newly designed scaffold against the gp120 inhibition assay and cell viability assays.

European Journal of Medicinal Chemistry published new progress about Antiviral agents. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Application In Synthesis of 343338-28-3.

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

Cheng, Cang’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2021 | CAS: 343338-28-3

Chemical Communications (Cambridge, United Kingdom) published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Computed Properties of 343338-28-3.

Cheng, Cang published the artcilePalladium-catalyzed diastereoselective cross-coupling of two aryl halides via C-H activation: synthesis of chiral eight-membered nitrogen heterocycles, Computed Properties of 343338-28-3, the main research area is chiral eight membered nitrogen heterocycle diastereoselective preparation; aryl halide CH activation palladium catalyst cross coupling.

A method for the synthesis of enantiopure eight-membered nitrogen heterocycles, e.g., I was developed through diastereoselective cross-coupling of 2-iodobiphenyls with 2-bromobenzylamines. The products represented a novel type of chiral scaffold, which feature easy modification and high configurative stability and had the potential to be applied in asym. synthesis. Palladacycles that were formed via the C-H activation of 2-iodobiphenyls should act as the intermediates. The reaction provided a new strategy for the synthesis of medium-sized ring compounds

Chemical Communications (Cambridge, United Kingdom) published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Computed Properties of 343338-28-3.

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