Tag: M.W=100-150

Nie, Xiao-Di published the artcileA diastereoselective approach to amino alcohols and application for divergent synthesis of dolastatin 10, Formula: C4H11NOS, the main research area is amino alc enantioselective diastereoselective synthesis; chiral imine radical addition benzyloxymethylsulfonyl pyridine catalyst samarium diiodide; dolastatin synthesis antitumor agent chirality peptide coupling.

A diastereoselective approach to obtain amino alcs. through SmI2-induced radical addition of chiral imine with 2-(benzyloxymethylsulfonyl)pyridine is described. This approach was easily used for the synthesis of non-natural amino acid (I) hydrochloride, a flexible key fragment whose utility was demonstrated in the divergent synthesis of dolastatin 10 and its nine analogs were obtained.

Organic Chemistry Frontiers published new progress about Addition reaction catalysts (SmI2). 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

Mendes, Joseane A. published the artcileEnantioselective Synthesis, DFT Calculations, and Preliminary Antineoplastic Activity of Dibenzo 1-Azaspiro[4.5]decanes on Drug-Resistant Leukemias, Product Details of C4H11NOS, the main research area is diastereoselective addition magnesium bromide chiral imine tetralone type ketone; dibenzo azaspirodecane preparation sulfinamide derivative intermediate arylation; azaspiro compound DFT calculation antineoplastic activity drug resistant leukemia.

The addition of 2-bromobenzylmagnesium bromide to chiral N-tert-butanesulfinyl imines derived from tetralone-type ketones proceeds with high levels of diastereocontrol. The resulting sulfinamide derivatives were transformed into dibenzoazaspiro compounds after a palladium-catalyzed intramol. N-arylation. DFT calculations have been performed to rationalize the stereochem. course of the reaction. Similar results have been obtained considering either di-Et ether or toluene as a solvent, in both cases in an excellent agreement with exptl. findings. NCI topol. calculations have also been used to evidence crucial noncovalent interactions. In addition, the azaspiro compounds reduced the viability of chronic myeloid leukemia cells in the micromolar range. Notably, both the halogen-substituted (R)- and (S)-I (R = F, X = CH2) and I (R = Br, X = CH2) as well as (R)-I (R = H, X = S) were at least two times more effective on a multidrug-resistant derivative than on the parental cell line, exerting a collateral sensitivity effect.

Journal of Organic Chemistry published new progress about Addition 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

Kaczorek, Dorota published the artcileHighly stereoselective synthesis of non-racemic 3-substituted dihydro-benzo[de]isoquinolinones via an addition-cyclization-substitution method, Related Products of amides-buliding-blocks, the main research area is dihydrobenzoisoquionlinone preparation enantioselective; sulfinylimine preparation Grignard reagent addition cyclization substitution reaction.

Substituted dihydrobenzo[de]isoquinolinones (R/S)-I (R = Me, Bu, Ph, 2-methoxy Ph, etc.) were synthesized via diastereoselective addition of Grignard reagents RMgBr to the N-tert-butylsulfinylimine (R/S)-II derived from 1,8-naphthaldehydic Me ester, followed by cyclization and substitution at the sulfur atom. The products were obtained in 25-98% yield and with enantiomeric excess of 46-99%.

Tetrahedron Letters published new progress about Addition reaction, stereoselective. 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

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