Category: 21286-54-4

Tsuchida, Kouhei published the artcileConstruction of Chiral Tri- and Tetra-Arylmethanes Bearing Quaternary Carbon Centers: Copper-Catalyzed Enantioselective Propargylation of Indoles with Propargylic Esters, Application In Synthesis of 21286-54-4, the publication is Angewandte Chemie, International Edition (2016), 55(33), 9728-9732, database is CAplus and MEDLINE.

Copper-catalyzed enantioselective propargylation of indoles with propargylic esters and sequential Huisgen cycloaddition with azides lead to the construction of chiral triarylmethanes, bearing a quaternary carbon center, with high to excellent enantioselectivities. The result described herein can be used in the enantioselective preparation of a tetraarylmethane.

Angewandte Chemie, International Edition published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C8H10O2, Application In Synthesis of 21286-54-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Kamenova-Nacheva, Mariana published the artcileSynthesis of ferrocenylmethylidene and arylidene substituted camphane based compounds as potential anticancer agents, HPLC of Formula: 21286-54-4, the publication is New Journal of Chemistry (2017), 41(17), 9103-9112, database is CAplus.

Herein is described the synthesis of (+)-camphor derivatives containing sulfonamide groups, ferrocenylmethylidene or arylidene moieties. The obtained derivatives were tested against seven human cancer cells lines, namely BV-173, K-256a, NB-4, A549, H1299, MCF-7, and MDA-MB231, and two normal human cell lines, HEK293 and HUVEC, to determine their activity against malignant cells. Some of them exhibit IC₅₀ values below 10 μM in at least one of the cancer cell lines. Ferrocenylmethylidene ketone 16 (1-((1S,4S)-3-((E)-ferrocenylmethylidene)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)-N-(tert-butyl)methanesulfonamide) can be outlined as the most potent and selective in the current study (IC₅₀ for cancer cells – up to 4.0 μM; IC₅₀ for HEK293 and HUVEC – 68 and 69 μM, resp.). There is a clear trend showing that the presence of a conjugated ferrocenylmethylidene group is essential for the cytotoxicity, however different sulfonamide substituents and derivatization of the carbonyl group can modify the activity. Thus, this class of compounds could have good prospects for further structural optimization.

New Journal of Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, HPLC of Formula: 21286-54-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Amata, Emanuele published the artcile(+)-Methyl (1R,2S)-2-{[4-(4-Chlorophenyl)-4-hydroxypiperidin-1-yl]methyl}-1-phenylcyclopropanecarboxylate [(+)-MR200] Derivatives as Potent and Selective Sigma Receptor Ligands: Stereochemistry and Pharmacological Properties, Recommanded Product: ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, the publication is Journal of Medicinal Chemistry (2018), 61(1), 372-384, database is CAplus and MEDLINE.

Methoxycarbonyl-1-phenyl-2-cyclopropylmethyl based derivatives [cis-(+)-MR200], [cis-(-)-MR201], and [trans-(±)-MR204], have been identified as new potent sigma (σ) receptor ligands. In the present paper, novel enantiomerically pure analogs were synthesized and optimized for their σ receptor affinity and selectivity. Docking studies rationalized the results obtained in the radioligand binding assay. Absolute stereochem. was unequivocally established by X-ray anal. of a precursor as camphorsulfonyl derivative The most promising compound, I, showed remarkable selectivity over a panel of more than 15 receptors as well as good chem. and enzymic stability in human plasma. An in vivo evaluation evidenced that I, in contrast to its isomers, which behave as σ₁ antagonists, exhibited a σ₁ agonist profile. These data clearly demonstrated that compound I, due to its σ₁ agonist activity and favorable receptor selectivity and stability, provided an useful tool for the study of σ₁ receptors.

Journal of Medicinal Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Recommanded Product: ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Swain, Asim Kumar published the artcilePyrene-Fused [7]Helicenes Connected Via Hexagonal and Heptagonal Rings: Stereospecific Synthesis and Chiroptical Properties, Product Details of C10H15ClO3S, the publication is Journal of Organic Chemistry (2022), 87(2), 993-1000, database is CAplus and MEDLINE.

In this manuscript, stereospecific synthesis of C2- and C1-sym. pyrene fused [7]helicene compounds I and II, resp. was portrayed. Compounds I and II were synthesized via one-pot Suzuki coupling-C-H activation and two-step Suzuki coupling-Scholl reaction, resp., with complete retention of configuration. The synthesized mols. differ in the fusing mode of [7]helicene units with pyrene via six- and seven-membered rings for compounds I and II, resp. There was a significant difference in the functional properties and enantiomerization barrier of both compounds because of their distinct mol. symmetry as well as fusing mode to pyrene moiety. The heptagon containing mol. II showed remarkable photophys. and chiroptical properties with commendable configurational stability compared to compound I and pristine [7]helicene as well as its [5]helicene congener.

Journal of Organic Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C8H8O2, Product Details of C10H15ClO3S.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Zamani, Farzad published the artcileOxazolidinones and 2,5-Dihydrofurans via Zinc-Catalyzed Regioselective Allenylation Reactions of L-α-Amino Aldehydes, Computed Properties of 21286-54-4, the publication is Journal of Organic Chemistry (2017), 82(13), 6819-6830, database is CAplus and MEDLINE.

The simultaneous control of diastereoselectivity and regioselectivity in Zn-catalyzed allenylation reactions of N-protected L-α-amino aldehydes is reported. A reversal in diastereoselectivity could be realized by variation of the α-amino aldehyde protecting groups. A range of 1-allenyl-2-amino alcs. were obtained with excellent regioselectivity and converted to oxazolidinones and dihydrofurans. Many oxazolidinones and dihydrofuran could be isolated as single diastereoisomers and without significant erosion of ee, making this a practical catalytic synthesis of highly functionalized heterocycles.

Journal of Organic Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C4H7BrO2, Computed Properties of 21286-54-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ye, Xiaohan published the artcileGold-Catalyzed Oxidative Coupling of Alkynes toward the Synthesis of Cyclic Conjugated Diynes, SDS of cas: 21286-54-4, the publication is Chem (2018), 4(8), 1983-1993, database is CAplus and MEDLINE.

Gold-catalyzed oxidative coupling of alkynes was developed as an efficient approach for the synthesis of challenging cyclic conjugated diynes (CCD), e.g., I. Compared with the classic copper-promoted oxidative coupling reaction of alkynes, this gold-catalyzed process exhibited a faster reaction rate due to rapid reductive elimination from the Au(III) intermediate. This unique reactivity thus allowed a challenging diyne macrocyclization to take place with high efficiency. Condition screening revealed an [(n-Bu)₄N]⁺[Cl-Au-Cl]^– salt as the optimal pre-catalyst. Macrocycles with ring size between 13 and 28 atoms were prepared in moderate to good yields, which highlighted the broad substrate scope of this new strategy. Furthermore, the synthetic utilities of the CCDs for copper-free click chem. have been demonstrated, showcasing the potential application of this strategy in biol. systems.

Chem published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C9H16BNO2, SDS of cas: 21286-54-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Hasan, Mohammed published the artcileSterically Congested Chiral 7,8-Dioxa[6]helicene and Its Dihydro Analogues: Synthesis, Regioselective Functionalization, and Unexpected Domino Prins Reaction, Product Details of C10H15ClO3S, the publication is European Journal of Organic Chemistry (2015), 2015(17), 3702-3712, database is CAplus.

A C₂-sym. 7,8-dioxa[6]helicene-2,13-diol was synthesized from readily available 2,7-dihydroxynaphthalene on a gram scale. A high-yielding synthetic strategy for the regioselective hydroxymethylation at the sterically most hindered C1 position of diol analogs I (R = tosyl, (+)-(1S)-10-Camphorsulfonyl, (-)-(1S)-Camphanoyl) was investigated. The dioxa[6]helicene backbone with configurationally stable helical enantiomers II was synthesized, and these enantiomers were separated by HPLC on a chiral stationary phase. An unexpected domino Prins reaction was also observed This is the first report of a domino Prins reaction occurring on a helicene. Along with the high-yielding regioselective functionalization of dioxa[6]helicene analogs, the synthesis of a few cis-7a,14c-dihydro-functionalized helicenoid diols, e.g., III, substituted at the sterically most hindered C1 and C14 positions in their racemic forms was explored.

European Journal of Organic Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Product Details of C10H15ClO3S.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Lupi, Michela published the artcileResolution of a Configurationally Stable Hetero[4]helicene, Formula: C10H15ClO3S, the publication is Molecules (2022), 27(4), 1160, database is CAplus and MEDLINE.

Authors developed an efficient chem. resolution of racemic hydroxy substituted dithia-aza[4]helicenes (DTA[4]H) 1(OH) using enantiopure acids as resolving agents. The better diastereomeric separation was achieved on esters prepared with (1S)-(-)-camphanic acid. Subsequent simple manipulations produced highly optically pure (≥ 99% enantiomeric excess) (P) and (M)-1(OH) in good yields. The role of the position where the chiral auxiliary is inserted (cape- vs. bay-zone) and the structure of the enantiopure acid used on successful resolution are discussed.

Molecules published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Formula: C10H15ClO3S.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Shaykhutdinova, Polina published the artcileFurther Structural Modification of Sulfur-Stabilized Silicon Cations with Binaphthyl Backbones, Related Products of chlorides-buliding-blocks, the publication is Synthesis (2019), 51(10), 2221-2229, database is CAplus.

The synthesis and spectroscopic characterization of two novel cationic Si-S Lewis pairs with a chiral 4,4′-disubstituted binaphthyl silepine backbone are described. Both Lewis acids induce significant enantioselectivity in the model Diels-Alder reaction of cyclohexa-1,3-diene and chalcone but addnl. substitution of the binaphthyl backbone exerts a minimal effect on enantioinduction compared to previously reported Lewis acids. Another Si cation with a chiral spirocyclic backbone induces enantioselectivity in the same range but its synthesis is laborious.

Synthesis published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C40H35N7O8, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Konuki, Kaname published the artcileEnantiomeric purity enrichment of (R)-tetrahydrothiophene-3-ol sulfonyl derivatives by crystallization, Synthetic Route of 21286-54-4, the publication is Tetrahedron: Asymmetry (2014), 25(24), 1581-1589, database is CAplus.

(R)-Tetrahydrothiophen-3-yl sulfonates I [R = R¹SO₂; R¹ = 4-MeC₆H₄, Me, i-Pr, Bu, Ph, PhCH₂, 4-MeOC₆H₄, 4-ClC₆H₄, 2,4,6-Me₃C₆H₂, 4-AcNHC₆H₄, 2,5-(MeO)₂C₆H₃, 3,4-(MeO)₂C₆H₃, 1-naphthyl, 2-naphthyl, 5-dimethylamino-1-naphthyl, (+)-10-camphyl, (-)-10-camphyl] were prepared in 68-74% ee from the corresponding nonracemic alc. I (R = H) and sulfonyl chlorides R¹SO₂Cl for recrystallization to increase the enantiomeric purities without using seed crystals. The improvement in enantiopurity on recrystallization depended on the identity of the sulfonate group. I (R = Ph, Me, i-Pr, Bu) did not form crystals under appropriate conditions; in most of the remaining cases, the enantiopurity of the sulfonates isolated from the mother liquor were higher than those of the original sulfonates, while recrystallization of I (R = H, 5-dimethylamino-1-naphthalenesulfonyl) yielded crystals of higher enantiopurities than the starting materials. In particular, crystallization of the diastereomeric camphorsulfonates I [R = (+)-10-camphorsulfonyl, (-)-10-camphorsulfonyl] yielded mother liquors in which the sulfonates were isolated in 100% de and 95% de, resp.

Tetrahedron: Asymmetry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Synthetic Route of 21286-54-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics