Category: 343338-28-3

Kobayashi, Jun-ichi published the artcileIdentification of N-acyl-N-indanyl-α-phenylglycinamides as selective TRPM8 antagonists designed to mitigate the risk of adverse effects, Application of (S)-2-Methylpropane-2-sulfinamide, the main research area is TRPM8 antagonist adverse event; CYP3A4 induction; OAB; Phenylglycinamide; Reactive metabolite; TRPM8; TRPM8 antagonist.

Transient receptor potential melastatin 8 (TRPM8), a temperature-sensitive ion channel responsible for detecting cold, is an attractive mol. target for the treatment of pain and other disorders. We have previously discovered a selective TRPM8 antagonist, KPR-2579, which inhibited bladder afferent hyperactivity induced by acetic acid instillation into the bladder. However, addnl. studies have revealed potential adverse effects with KPR-2579, such as the formation of a reactive metabolite, CYP3A4 induction, and convulsions. In this report, we describe the optimization of α-phenylglycinamide derivatives to mitigate the risk of these adverse effects. The optimal compound 13x exhibited potent inhibition against icilin-induced wet-dog shakes and cold-induced frequent voiding in rats, with a wide safety margin against the potential side effects.

Bioorganic & Medicinal Chemistry published new progress about Aversive behavior, taste aversion. 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

Uphade, Manoj B. published the artcileStereoselective Addition of a Lithium Anion of 1,1-Diphenyl-2-aza-pentadiene to Sulfinimines: Application to the Synthesis of (-)-Epiquinamide, Formula: C4H11NOS, the main research area is total synthesis epiquinamide; stereoselective addition lithiated azapentadiene sulfinimine vicinal diamine synthesis.

The addition of a lithium anion of diphenylallylimine to nonracemic sulfinimines was investigated. It was found that the reaction with sulfinimines derived from aliphatic aldehydes afforded the products with excellent diastereoselectivity (>99:1), furnishing the product vicinal diamines in very good yields. Application of the formed product vicinal diamines was demonstrated in the total synthesis of the natural product (-)-epiquinamide.

Organic Letters published new progress about Addition reaction, regioselective (α- vs. γ-addition). 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

Zhang, Mingkai published the artcileStereocontrolled Pericyclic and Radical Cycloaddition Reactions of Readily Accessible Chiral Alkenyl Diazaborolidines, Application In Synthesis of 343338-28-3, the main research area is crystal structure mol chiral alkenyl diazaborolidine preparation; stereoselective pericyclic radical cycloaddition chiral alkenyl diazaborolidine; Boron; Cycloaddition; Photoredox Catalysis; Stereoselectivity.

In this paper is described an easily synthesized chiral diazaborolidine that is inexpensive, stable, and provides excellent stereoselection across a number of reaction classes. These versatile compounds possess utility in four different classes of cycloaddition reactions, offering good yield and stereoselectivity. X-ray structure anal. provides insight about the origin of stereocontrol.

Angewandte Chemie, International Edition published new progress about 1,3-Dipolar cycloaddition reaction, stereoselective. 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

Nishimura, Kazuki published the artcileThorpe-Ingold Effect on High-Performance Chiral π-Copper(II) Catalyst, Product Details of C4H11NOS, the main research area is dimethylpyrazole preparation enantioselective.

The Thorpe-Ingold effect was applied to the design of a chiral ligand of π-copper(II) catalysts for the enantioselective α-fluorination of 1-(3,5-dimethyl-pyrazol-1-yl)-2-phenyl-ethanone, and also for the enantioselective Mukaiyama-Michael, Diels-Alder, and 1,3-dipolar cycloaddition reactions of N-acryloyl-3,5-dimethylpyrazoles I (R = Bn, ethynyl, ethenyl, etc.). The use of β,β-dimethyl-β-arylalanine-type ligand gave desired products e.g., II with higher enantioselectivity compared to with previously reported β-arylalanine-type ligands.

Synlett published new progress about 1,3-Dipolar cycloaddition reaction, stereoselective. 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

Kowalczyk, Agata published the artcileEnantioselective sensing of (S)-Thalidomide in blood plasma with a chiral naphthalene diimide derivative, Formula: C4H11NOS, the main research area is thalidomide enantioselective sensing blood plasma chiral naphthalene diimide derivative; Chiral naphthalene diimide; Chiral recognition modeling; Thalidomide; Voltammetric enantiosensor.

Fast, simple in use and highly effective voltammetric enantiosensor dedicated for determination of thalidomide (TD) enantiomers (especially towards the toxic (S)-enantiomer) in blood plasma is still desirable. Here we have proven that newly synthesized chiral naphthalene diimide (NDI) derivatives are excellent electroactive materials for TD enantiosensors. The recognition process relies on the specific interaction between the chiral NDI receptor and the thalidomide enantiomer of the opposite configuration. This unique specific interaction between (S)-thalidomide and (R)-NDI derivative counterparts, evident in the DPV voltammograms, was confirmed by mol. modeling. The demonstrated voltammetric enantiosensors are characterized by the low detection limit at the level of μg·L-1, wide anal. range from 5·10-4 – 10 mg·L-1, high selectivity and long lifetime. The results of the recovery rates showed a very good degree of accuracy towards the determination of (S)-thalidomide in the blood samples, so it can be successfully used in the anal. of clin. samples.

Biosensors & Bioelectronics published new progress about Bioelectric current, current-potential relationship. 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

Zhu, Bo-Han published the artcileRegio- and Stereoselective Synthesis of Diverse 3,4-Dihydro-2-quinolones through Catalytic Hydrative Cyclization of Imine- and Carbonyl-Ynamides with Water, HPLC of Formula: 343338-28-3, the main research area is dihydro quinolone preparation stereoselective regioselective; imine ynamide tandem Mannich reaction copper catalyst; carbonyl ynamide aldol reaction zinc catalyst.

Described herein is an efficient copper-catalyzed tandem alkyne hydration/intramol. Mannich reaction of imine-ynamides 2-N(R)CCR1-4-R2-5-R3C6H2CH=NR4 (R = Ts, 4-bromobenzenesulfonyl; R1 = Me, allyl, Ph, etc.; R2 = H, F, Cl, Me, OMe; R3 = H, Me, Br; R4 = Ts, tert-butylsulfonyl, 2-methylpropane-2-sulfinyl) with water. This method allows efficient and diastereodivergent synthesis of valuable 3,4-dihydro-2-quinolones I with high regio-, diastereo-, and enantioselectivity. Moreover, this hydrative cyclization can also be applicable to the hydrative aldol reaction of carbonyl-ynamides 2-N(R)CCR1-4-R2-5-R3C6H2C(O)R5 (R = Ts, Ms, 4-bromobenzenesulfonyl; R5 = H, Me, Ph) with water to form 3,4-dihydro-2-quinolones II regio- and diastereoselectively by employing zinc as the catalyst.

ACS Catalysis published new progress about Aldol addition, stereoselective (regioselective). 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

You, Ge-Yun published the artcileSimple chiral sulfinyl imine-thioether ligands for Pd-catalyzed allylic alkylation, Quality Control of 343338-28-3, the main research area is chiral sulfnyl imine thioether ligand preparation; diester biphenyl allylacetate palladium sulfnyl iminethioether catalyst allylic alkylation; biphenyl allyl ester enantioselective preparation.

A set of chiral sulfinyl imine-thioether ligands were prepared via dehydration condensation of substituted benzaldehyde and chiral sulfinamide. The activity of these ligands in Pd-catalyzed asym. allylic alkylation reaction was studied, and the results indicate that the structure of sulfinamide motifs has an obvious effect on the e.r. value and yield. The chiral p-tolylsulfinamide derived ligands can promote the reaction efficiently, while the ligands with tert-Bu group fail to catalyze the reaction. Then, the substrate scope was also investigated under the optimal reaction conditions.

Chemical Papers published new progress about Allylic alkylation catalysts, stereoselective. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Quality Control of 343338-28-3.

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

Han, Jie published the artcileDesign and Synthesis of WJ-Phos, and Application in Cu-Catalyzed Enantioselective Boroacylation of 1,1-Disubstituted Allenes, Synthetic Route of 343338-28-3, the main research area is ferrocene chiral sulfinamide phosphine enantioselective catalyst boroacylation allene; crystal structure mol ferrocene chiral sulfinamide phosphine preparation ligand.

The highly enantioselective copper-catalyzed three-component boroacylation of 1,1-disubstituted allenes is reported by using a class of chiral ligands (WJ-Phos), delivering various functionalized organoboron compounds bearing an all-carbon stereocenter in moderate to good yields with high enantioselectivities. WJ-Phos is a ferrocene-derived chiral sulfinamide phosphine ligand and can be easily synthesized in gram-scale from readily available starting materials in short steps. The salient features of this reaction include moderate to good yields, high enantioselectivities, gram-scale synthesis, diverse synthetic transformations, and the development of a new chiral ligand.

ACS Catalysis published new progress about Acylation (boroacylation, stereoselective). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Synthetic Route of 343338-28-3.

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

Lahosa, Alejandro published the artcileEnantiodivergent Approach to the Synthesis of Cis-2,6-Disubstituted Piperidin-4-ones, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide, the main research area is aldehyde tert butanesulfinyl imine keto acid diastereoselective decarboxylative Mannich; amino ketone stereoselective preparation; disubstituted piperidinone stereoselective preparation; alkaloid 241D preparation; epimyrtine preparation; lasubine II preparation.

Enantiopure β-amino ketone derivatives were synthesized by decarboxylative Mannich reaction of chiral N-tert-butanesulfinyl imines with β-keto acids and were subsequently transformed into cis-2,6-disubstituted piperidin-4-ones through an organocatalyzed condensation with aldehydes. Both enantiomers were accessible from the same precursors by inverting the order in the reaction sequence of the aldehydes involved in the imine formation and the intramol. Mannich condensation. The synthesis of the piperidine alkaloids (+)-241D, (-)-epimyrtine, and (-)-lasubine II demonstrated the utility of this methodol.

Journal of Organic Chemistry published new progress about Aldehydes 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, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide.

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

Krishna, Anugam V. published the artcileThe seven-step, one-pot regioselective synthesis of biologically important 3-aryllawsones: scope and applications, Related Products of amides-buliding-blocks, the main research area is aryllawsone Hooker oxidation; hydroxy aryl methylnaphthalenedione regioselective preparation; thiophenol aryllawsonetriflate thia Michael reaction; phenylthio arylnaphthalenedione regioselective preparation; aryllawsonetriflate reductive detriflation reaction; arylnaphthalenedione preparation.

Various 3-aryllawsones were synthesized with high regioselectivity from simple lawsone and aldehydes in a seven-step double-cascade one-pot reaction through the combination of organocatalytic Ramachary reductive coupling and Hooker oxidation reactions. The com. availability of the starting materials, diverse substrate scope, possibility of a one- or two-pot approach, regioselectivity of alkyl transfer (with mechanistic proof provided via X-ray crystal structure anal.), and numerous medicinal applications of 3-aryllawsones were the key attractions of this work.

Organic & Biomolecular Chemistry published new progress about Aldehydes 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, Related Products of amides-buliding-blocks.

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