Month: October 2022

Chu, Yunpeng; Hu, Fang; Feng, Peng; Hui, Xin-Ping published the artcile< N-Heterocyclic carbene-catalyzed enantioselective dearomatizing annulation of benzoxazoles with enals>, Product Details of C9H7BrO, the main research area is dihydro benzooxazolopyridine carboxylate preparation enantioselective; benzoxazole enal dearomatization annulation heterocyclic carbene catalyst.

The first N-heterocyclic carbene-catalyzed enantioselective dearomatizing annulation of benzoxazoles I (R = Me, Et, i-Pr; R1 = H, Br; R2 = H, Me, F, Cl, Br; R3 = H, Me, Br, Cl, F; X = O, S) with α,β-unsaturated aldehydes R4CH=CHCH=O (R4 = ethoxycarbonyl, Ph, naphthalen-1-yl, furan-2-yl, etc.) has been achieved. The reaction was found to be compatible with a wide range of benzoxazoles I and the corresponding dearomatized fused heterocycles II were obtained in moderate to good yields and moderate to excellent enantioselectivities.

Organic Chemistry Frontiers published new progress about Benzoxazoles Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Product Details of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xu, Guangqing; Li, Minghong; Wang, Shouliang; Tang, Wenjun published the artcile< Efficient synthesis of P-chiral biaryl phosphonates by stereoselective intramolecular cyclization>, Quality Control of 135999-16-5, the main research area is chiral biaryl phosphonate stereoselective preparation; palladium catalyzed intramol asym cyclization diaryl bromo arylphosphonate; crystal mol structure biaryl phosphonate.

A series of P-chiral biaryl phosphonates were efficiently synthesized from diaryl 2-bromo arylphosphonates in high yields (up to 92%) and good enantioselectivities (up to 88% ee) through a palladium-catalyzed asym. cyclization with a novel P-chiral biaryl monophosphorus ligand. The P-chiral biaryl phosphonate can be rapidly transformed to both antipodes of a P-chiral dialkyl biaryl monophosphorus structure. The method provides a convenient access to various P-chiral biaryl monophosphines.

Organic Chemistry Frontiers published new progress about Crystal structure. 135999-16-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2, Quality Control of 135999-16-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

White, Nicholas A.; Rovis, Tomislav published the artcile< Oxidatively Initiated NHC-Catalyzed Enantioselective Synthesis of 3,4-Disubstituted Cyclopentanones from Enals [Erratum to document cited in CA163:331092]>, Electric Literature of 3893-18-3, the main research area is erratum NHC catalyst oxidative enantioselective cyclization aryl enal; cyclopentanone stereoselective preparation erratum.

On page 10113, Scheme 1 contained a typog. error for intermediate IV; the corrected scheme is given.

Journal of the American Chemical Society published new progress about Enantioselective synthesis. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Electric Literature of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Fu, Liangbing; Xu, Mizhi; Yu, Jiyao; Gutekunst, Will R. published the artcile< Halide-Rebound Polymerization of Twisted Amides>, Reference of 17100-65-1, the main research area is halide rebound polymerization twisted amide.

The first living polymerization of twisted amides is reported, achieved using simple primary alkyl iodides as initiators. Polymerization occurs through a halide-rebound mechanism in which the nucleophilic twisted amide is quaternized and subsequently ring-opened by the iodide counterion. The covalent electrophilic polymerization generates polymers with living chain ends that are both isolable and stable to ambient conditions, enabling the synthesis of block polymers. This presents a new class of polymers for study that possess high glass transition temperatures and robust thermal stability.

Journal of the American Chemical Society published new progress about Chain extension polymerization. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Reference of 17100-65-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Peng; Liu, Ying; Yang, Hua; Liu, Hong-Min published the artcile< Design, synthesis, biological evaluation and structure-activity relationship study of quinazolin-4(3H)-one derivatives as novel USP7 inhibitors>, Name: 2-Amino-4-bromobenzoic acid, the main research area is piperidinylmethyl amino quinazolinone preparation USP7 inhibitor antitumor docking SAR; Gastric cancer; Inhibitors; Quinazolin-4(3H)-one; SAR; USP7; Ubiquitination.

The design, synthesis and biol. evaluation of novel I [R1 = pyrrolyl, Ph, pyridinyl, etc.] and II [R2 = Et, furanyl, dimethylaminomethylene, etc.;R3 = H, methyl] as potent USP7 inhibitors was reported. This results indicated that the compounds II [R2 = pyrrolidinylmethylene, dimethylaminomethylene;R3 = H, methyl] exhibited the greatest potency against the USP7 catalytic domain, with IC50 values of 4.86μM and 1.537μM, resp. Ub-AMC assays further confirmed IC50 values of 5.048μM and 0.595μM for II [R2 = pyrrolidinylmethylene, dimethylaminomethylene; R3 = H, methyl] resp. MTT assays indicated that gastric cancer MGC-803 cells were more sensitive to these compounds than BGC-823 cells. Flow cytometry anal. revealed that II [R2 = pyrrolidinylmethylene; R3 = H ] restricted cancer cell growth at the G0/G1 and S phases and inhibited the proliferation and clone formation of MGC-803 cells. Further biochem. experiments indicated that II [R2 = pyrrolidinylmethylene; R3 = H ] decreased the MDM2 protein level and increased the levels of the tumor suppressors p53 and p21 in a dose-dependent manner. Docking studies predicted that solvent exposure of the side chains of II [R2 = pyrrolidinylmethylene, dimethylaminomethylene; R3 = H, methyl] would uniquely form hydrogen bonds with Met407 of USP7. Addnl., II [R2 = pyrrolidinylmethylene; R3 = H ] exhibited a remarkable anticancer effect in a zebrafish gastric cancer MGC-803 cell model. Results demonstrated that I [R1 = pyrrolyl, Ph, pyridinyl, etc.] and II [R2 = Et, furanyl, dimethylaminomethylene etc.; R3 = H, methyl] were suitable as leads for the development of novel USP7 inhibitors and especially for anti-gastric cancer drugs.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Name: 2-Amino-4-bromobenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Koike, Tatsuki; Yoshikawa, Masato; Ando, Haruhi Kamisaki; Farnaby, William; Nishi, Toshiya; Watanabe, Etsurou; Yano, Jason; Miyamoto, Maki; Kondo, Shigeru; Ishii, Tsuyoshi; Kuroita, Takanobu published the artcile< Discovery of Soticlestat, a Potent and Selective Inhibitor for Cholesterol 24-Hydroxylase (CH24H)>, Computed Properties of 6942-39-8, the main research area is arylpyridine derivative soticlestat preparation drug design; cholesterol 24 hydroxylase inhibitor.

Cholesterol 24-hydroxylase (CH24H, CYP46A1), a brain-specific cytochrome P 450 (CYP) family enzyme, plays a role in the homeostasis of brain cholesterol by converting cholesterol to 24S-hydroxycholesterol (24HC). Despite a wide range of potential of CH24H as a drug target, no potent and selective inhibitors have been identified. Here, authors report on the structure-based drug design (SBDD) of novel 4-arylpyridine derivatives based on the X-ray co-crystal structure of hit derivative I. Optimization of 4-arylpyridine derivatives led authors to identify (4-benzyl-4-hydroxypiperidin-1-yl)(2,4′-bipyridin-3-yl)methanone (soticlestat, also known as TAK-935), (IC50 = 7.4 nM) as a highly potent, selective, and brain-penetrant CH24H inhibitor. Following oral administration to mice, soticlestat resulted in a dose-dependent reduction of 24HC levels in the brain (1, 3, and 10 mg/kg). Soticlestat is currently under clin. investigation for the treatment of Dravet syndrome and Lennox-Gastaut syndrome as a novel drug class for epilepsies.

Journal of Medicinal Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Computed Properties of 6942-39-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tashiro, Masashi; Nakayama, Kouji; Fukata, Gouki published the artcile< Preparation of all the possible ring-deuteriated benzoic acids by reductive dehalogenation of the corresponding halobenzoic acids with Raney alloys in an alkaline deuterium oxide solution>, Product Details of C7H4Br2O2, the main research area is deuteration benzoate; bromobenzoate reduction deuteration.

All 19 possible ring-deuterated benzoic acids, except 2,3,4,5-D4C6HCO2H (I), were prepared by reduction of the corresponding bromobenzoic acids with Raney Cu-Al alloy in 10% NaOD-D2O. I was prepared by deuteration of tetrabromophthalic acid as above followed by decarboxylation with Hg(OAc)2 in aqueous AcOH.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Deuteration. 603-78-1 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4Br2O2, Product Details of C7H4Br2O2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jiang, Kun; Tiwari, Bhoopendra; Chi, Yonggui Robin published the artcile< Access to Spirocyclic Oxindoles via N-Heterocyclic Carbene-Catalyzed Reactions of Enals and Oxindole-Derived α,β-Unsaturated Imines>, Reference of 3893-18-3, the main research area is unsaturated imine enal NHC stereoselective spirocyclization catalyst; beta lactam fused spirocyclic oxindole stereoselective preparation.

A diastereoselective access to β-lactam fused spirocyclic oxindoles, e.g., I and II, and related compounds bearing all carbon spiro centers is described. This N-heterocyclic carbene-catalyzed process employed challenging β,β-disubstituted α,β-unsaturated imines to react with enals.

Organic Letters published new progress about Diastereoselective synthesis. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Reference of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xu, Chao; Fyfe, James W. B.; Seath, Ciaran P.; Bennett, Steven H.; Watson, Allan J. B. published the artcile< A one-pot tandem chemoselective allylation/cross-coupling via temperature control of a multi-nucleophile/electrophile system>, Reference of 188813-04-9, the main research area is biaryl chemoselective microwave irradiation; haloaryl aldehyde BPin allylation Suzuki Miyaura.

A chemoselective tandem reaction of a multi-reactive, two electrophile + two nucleophile, system was reported. An allylation/cross-coupling process of aryl/allyl BPins e.g., 2-propenylboronic acid pinacol ester, haloaryl aldehydes such as 4-bromobenzaldehyde, 6-bromonicotinaldehyde, (E)-5-iodopent-4-enal, etc. can be controlled using a temperature gradient to overcome natural reactivity profiles and allow two sequential chemoselective C-C bond formations without intervention to afforded biaryls e.g., I scaffold of products. This process offers efficient access to an array of functionalized products including pharmaceutical and natural product scaffolds.

Chemical Communications (Cambridge, United Kingdom) published new progress about Allylation (chemoselective). 188813-04-9 belongs to class bromides-buliding-blocks, and the molecular formula is C8H7BrO, Reference of 188813-04-9.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Luo, Xiaoyan; Zhou, Zhiqiang; Li, Xin; Liang, Xinmiao; Ye, Jinxing published the artcile< Enantioselective organocatalytic phospha-Michael reaction of α,β-unsaturated aldehydes>, Reference of 3893-18-3, the main research area is enantioselective organocatalytic phospha Michael alpha beta unsaturated aldehyde; diaryl phosphine oxide phospha Michael alpha beta unsaturated aldehyde; diphenyl trimethylsilyloxy pyrrolidine catalyzed phospha Michael unsaturated aldehyde; crystal mol structure bromophenyl diphenylphosphoryl propanol.

The enantioselective organocatalytic phospha-Michael reaction of α,β-unsaturated aldehydes with diaryl phosphine oxides is explored for the first time using (S)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine as a catalyst. It afforded 1,4-addition adducts in good to excellent yields with up to 99% ee.

RSC Advances published new progress about Addition reaction (1,4-addition reaction). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Reference of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary