Tag: M.W=100-150

Dawood, Rafid S. published the artcileStereodivergent Total Syntheses of (+)-Monomorine I and (+)-Indolizidine 195B, Formula: C4H11NOS, the main research area is indolizidine alkaloid preparation diastereoselective enantioselective; monomorine alkaloid preparation diastereoselective enantioselective.

A simple and efficient stereoselective total synthesis of two natural products (+)-monomorine I and (+)-indolizidine 195B in high yields starting from a readily available alc. is described. The key step in this synthetic route exploits the judicious use of solvent to enable a closed or open transition state in a nucleophilic addition of Grignard reagent to sulfinimine, giving selective access to two distinct diastereomers required for the formation of the two target natural products.

European Journal of Organic Chemistry published new progress about Alkaloids Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Jin, Ming Yu published the artcileSimultaneous Kinetic Resolution and Asymmetric Induction within a Borrowing Hydrogen Cascade Mediated by a Single Catalyst, Category: amides-buliding-blocks, the main research area is unsaturated ketone preparation; alkoxy ketone preparation; ketone amino preparation; alc alkoxy preparation enantioselective; amino alc preparation enantioselective; racemic allylic alc borrowing hydrogen cascade ruthenium catalyst; asymmetric induction; borrowing hydrogen cascade; density functional theory; kinetic resolution; π-π interactions.

In a borrowing hydrogen cascade starting from racemic allylic alcs., one of the enantiomers could be kinetically resolved, while the other enantiomer could be purposely converted to various targeted products, including α,β-unsaturated ketones RC(O)C=CCH2R1 [R = Ph, 4-FC6H4, 2-naphthyl, etc.; R1 = (CH2)6, (CH2)7, OTBS], β-functionalized ketones R2C(O)CH2CH2R3 [R2 = 4-MeSC6H4, 4-t-BuC6H4, 4-MeOC6H4, etc.; R3 = OMe, OEt, morpholino, etc.] and γ-functionalized alcs. R4CH(OH)CH2CH2R5 [R4 = 4-ClC6H4, 4-FC6H4, 2-naphthyl, etc.; R5 = OMe, OBn, morpholino, etc.] was reported. By employing a robust Ru-catalyst, both kinetic resolution and asym. induction were achieved with remarkable levels of efficiency and enantioselectivity. D. functional theory (DFT) calculations suggested that corresponding catalyst-substrate π-π interactions were pivotal to realize the observed stereochem. diversity.

Angewandte Chemie, International Edition published new progress about Alcohols, alkoxy Role: SPN (Synthetic Preparation), PREP (Preparation). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Category: amides-buliding-blocks.

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

Ramaiah, Manjunatha M. published the artcile1,8-Diazabicyclo[5.4.0]undec-7-ene-mediated formation of N-sulfinyl imines, Application of (S)-2-Methylpropane-2-sulfinamide, the main research area is sulfinyl imine preparation; tert butanesulfinamide aldehyde para toluenesulfinamide condensation DBU mediated; para toluenesulfinamide alc tert butanesulfinamide condensation DBU mediated.

A facile and efficient method was developed for the preparation of a variety of aryl, heteroaryl, and alkyl N-sulfinyl imines RCH=NS(O)R1 [R = cyclopropyl, 2-FC6H4, 8-quinolinyl, etc.; R1 = tBu, 4-MeC6H4; stereo = (S)] using 1,8-diazabicyclo[5.4.0]undec-7-ene. In addition to tert-butanesulfinamide, the condensation was also effective with p-toluenesulfinamide. The reaction was performed at room temperature and produced corresponding N-sulfinyl imines RCH=NS(O)R1 in excellent yields in absence of acids, metals, and additives. This methodol. was also useful for the preparation of N-sulfinyl imines on gram scale. A one-pot synthesis was developed using aryl and heteroaryl alcs. with both tert-butanesulfinamide and p-toluenesulfinamide at room temperature, resulting in corresponding N-sulfinyl imines with good yields.

Journal of Chemical Research published new progress about Alcohols, unsaturated 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, Application of (S)-2-Methylpropane-2-sulfinamide.

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

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 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 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 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. 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. 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 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