Month: March 2022

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: tert-Butyl 2-cyanoacetate, is researched, Molecular C7H11NO2, CAS is 1116-98-9, about Quaternary stereocentres via catalytic enantioconvergent nucleophilic substitution reactions of tertiary alkyl halides.SDS of cas: 1116-98-9.

The development of efficient methods, particularly catalytic and enantioselective processes, for the construction of all-carbon quaternary stereocentres is an important (and difficult) challenge in organic synthesis due to the occurrence of this motif in a range of bioactive mols. One conceptually straightforward and potentially versatile approach is the catalytic enantioconvergent substitution reaction of a readily available racemic tertiary alkyl electrophile by an organometallic nucleophile; however, examples of such processes are rare. Here we demonstrate that a nickel-based chiral catalyst achieves enantioconvergent couplings of a variety of tertiary electrophiles (cyclic and acyclic α-halocarbonyl compounds) with alkenylmetal nucleophiles to form quaternary stereocentres with good yield and enantioselectivity under mild conditions in the presence of a range of functional groups. These couplings, which probably proceed via a radical pathway, provide access to an array of useful families of organic compounds, including intermediates in the total synthesis of two natural products, (-)-eburnamonine and madindoline A.

If you want to learn more about this compound(tert-Butyl 2-cyanoacetate)SDS of cas: 1116-98-9, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(1116-98-9).

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Design and Synthesis of 56 Shape-Diverse 3D Fragments, published in 2020-07-25, which mentions a compound: 1116-98-9, mainly applied to alkyl piperidine pyrrolidine fragment diastereoselective preparation; 3D fragments; conformational diversity; fragment-based drug discovery; medicinal chemistry; synthesis design, Electric Literature of C7H11NO2.

Fragment screening collections were often predominantly populated with flat, 2D mols. A workflow for the design and synthesis of 56 3D disubstituted pyrrolidine and piperidine fragments that occupy under-represented areas of fragment space (as demonstrated by a principal moments of inertia (PMI) anal.) was described. A key, and unique, underpinning design feature of this fragment collection was that assessment of fragment shape and conformational diversity (by considering conformations up to 1.5 kcal mol-1 above the energy of the global min. energy conformer) was carried out prior to synthesis and was also used to select targets for synthesis. The 3D fragments were designed to contain suitable synthetic handles for future fragment elaboration. Finally, by comparing our 3D fragments with six com. libraries, it was clear that our collection was high three-dimensionality and shape diversity.

If you want to learn more about this compound(tert-Butyl 2-cyanoacetate)Electric Literature of C7H11NO2, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(1116-98-9).

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Cyclobutanone》. Authors are Conia, Jean Marie; Leriverend, Pierre; Ripoll, Jean Louis.The article about the compound:Pentaerythrityltetrabromidecas:3229-00-3,SMILESS:BrCC(CBr)(CBr)CBr).Reference of Pentaerythrityltetrabromide. Through the article, more information about this compound (cas:3229-00-3) is conveyed.

A procedure for the economical preparation of cyclobutanone (I) from pentaerythritol (II) was worked out. A mixture of 700 g. II, 1300 g. 62% HBr, 700 g. 48% HBr and 600 g. AcOH was refluxed 15 hrs. and then distilled to give 1300 g. pentaerythritol tribromide (III), b12 170-80°, m. 90-5°. To 1400 g. III heated to 180° and stirred was slowly added 600 g. PBr3, the temperature not to exceed 200°. After 15 hrs. at 180°, the mixture was cooled and poured into 3 l. H2O to give 1400 g. pentaerythritol tetrabromide (IV), m. 155° (EtOH). Methylenecyclobutane (V) was prepared from IV in 60-85% yield by the method of Shand, et al. (CA 38, 26342). Ozone was passed (100 l./hr.) for about 7 hrs. through a mixture of 30 g. V, 15 g. pyridine, and 200 ml. CH2Cl2 cooled to -80°. The unreacted ozone was swept out by O and the cooling bath withdrawn. When the temperature of the stirred solution reached -20°, an exothermic reaction set in. By cooling again the temperature was kept below 0°, then brought up to room temperature overnight. The solution was decanted from some brown tar, 10 ml. concentrated HCl added, the mixture stirred 2 hrs. and the upper aqueous layer removed. The organic layer was dried with CaCl2 and fractionated to yield 22 g. I, b. 97-100°, n21D 1.4205; 2,4-dinitrophenylhydrazone m. 144-5°.

If you want to learn more about this compound(Pentaerythrityltetrabromide)Reference of Pentaerythrityltetrabromide, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(3229-00-3).

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Wanniarachchi, Sarath; Liddle, Brendan J.; Lindeman, Sergey V.; Gardinier, James R. published the article 《Preparation, properties, and reactivity of carbonylrhodium(I) complexes of di(2-pyrazolylaryl)amido-pincer ligands》. Keywords: rhodium pyrazolylarylamido carbonyl pincer ligand complex preparation oxidative addition; kinetics oxidative addition carbonylrhodium pyrazolylarylamido pincer ligand complex; crystal mol structure carbonylrhodium pyrazolylarylamido pincer ligand complex.They researched the compound: 1-(2-Bromophenyl)-1H-pyrazole( cas:87488-84-4 ).COA of Formula: C9H7BrN2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:87488-84-4) here.

A series of six carbonylrhodium(I) complexes of three new and three previously reported di((2-3R-pyrazolyl)-p-Z/X-aryl)amido pincer ligands, (RZX)Rh(CO), (R is the substituent at the 3-pyrazolyl position proximal to the metal; Z and X are the aryl substituents para- to the arylamido nitrogen) were prepared The metal complexes were studied to assess how their properties and reactivities can be tuned by varying the groups along the ligand periphery and how they compared to other known carbonylrhodium(I) pincer derivatives This study was facilitated by the discovery of a new CuI-catalyzed coupling reaction between 2-(pyrazolyl)-4-X-anilines (X = Me or CF3) and 2-bromoaryl-1H-pyrazoles that allow the fabrication of pincer ligands with two different aryl arms. The NNN-pincer scaffolds provide an electron-rich environment for the carbonylrhodium(I) fragment as indicated by carbonyl stretching frequencies that occur in the range of 1948-1968 cm-1. As such, the oxidative addition (OA) reactions with iodomethane proceed instantaneously to form trans-(NNN-pincer)Rh(Me)(CO)(I) in room temperature acetone solution The OA reactions with iodoethane proceeded at a convenient rate in acetone near 45° which allowed detailed kinetic studies. The relative order of reactivity was (CF3CF3)Rh(CO) < (iPrMeMe)Rh(CO) < (MeMeMe)Rh(CO) ∼ (CF3Me)Rh(CO) < (MeH)Rh(CO) < (MeMe)Rh(CO) with the second order rate constant of the most reactive in the series, k 2 = 8 × 10-3 M-1 s-1, being about three orders of magnitude greater than those reported for [Rh(CO)2I2]- or CpRh(CO)(PPh3). After oxidative addition, the resultant rhodium(III) complexes were unstable. Although a few trans-(RMeMe)Rh(E = Me, Et, or I)(CO)(I) could be isolated in pure form, all were found to slowly decompose in solution to give different products depending on the 3R-pyrazolyl substituents. Those with unsubstituted pyrazolyls (R = H) decompose with CO dissociation to give insoluble dimeric [(RMeMe)Rh(E)(μ-I)]2 while those with 3-alkylpyrazolyls (R = Me, iPr) decompose to give soluble, but unidentified products. If you want to learn more about this compound(1-(2-Bromophenyl)-1H-pyrazole)COA of Formula: C9H7BrN2, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(87488-84-4).

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1-(2-Bromophenyl)-1H-pyrazole, is researched, Molecular C9H7BrN2, CAS is 87488-84-4, about Hypercrosslinked Polymer Platform-Anchored Single-Site Heterogeneous Pd-NHC Catalysts for Diverse C-H Functionalization, the main research direction is hypercrosslinked polymer anchored palladium carbene complex preparation catalyst halogenation; arene acetylation hypercrosslinked polymer anchored palladium carbene catalyst; heteroarene arylation hypercrosslinked polymer anchored palladium carbene catalyst.COA of Formula: C9H7BrN2.

The authors demonstrate a new class of hypercrosslinked polymer (HCP) platform-anchored single-site heterogenized Pd-NHC catalysts for multipurpose C-H functionalization reactions. This new class is represented by a set of three catalysts, viz., HCP-B-MeNHC-Pd, HCP-B-BnNHC-Pd, and HCP-TPM-MeNHC-Pd, having a variation on the structural feature of the anchoring polymeric platform. All three catalysts were fully characterized via diverse solid-state characterization and anal. techniques such as XPS, 13C CPMAS NMR, field-emission SEM, energy-dispersive x-ray anal., TGA, and inductively coupled plasma-optical emission spectrometry. Three types of regularly practiced and very useful C-H functionalization reactions, viz., C-H halogenation, acetoxylation, and arylation, are tested with the new catalysts and are highly compatible and successful. With the HCP-TPM-MeNHC-Pd catalyst, up to 85, 75, and 70% yields of the functionalized products were achieved for the halogenation, acetoxylation, and arylation reactions, resp. Demanding attributes such as enhanced activity, heterogeneity, and recyclability are offered by this new system, making it a promising candidate in the field of heterogeneous C-H functionalization, where only a few efficient catalysts are available.

If you want to learn more about this compound(1-(2-Bromophenyl)-1H-pyrazole)COA of Formula: C9H7BrN2, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(87488-84-4).

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 3724-19-4. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 3-Pyridinepropionic acid, is researched, Molecular C8H9NO2, CAS is 3724-19-4, about Solid-phase photochemical decarboxylative hydroalkylation of peptides. Author is Elkhalifa, Mahmoud; Elbaum, Michael B.; Chenoweth, David M.; Molander, Gary A..

The compatibility of photochem. with solid-phase peptide synthesis is demonstrated via photochem. hydroalkylation to form C(sp3)-C(sp3) bonds between on-resin Giese acceptors and redox-active esters. Both iridium-based photocatalysts and Hantszch ester led to high yields, with final reaction conditions producing full conversions within 30 min under ambient conditions. The chem. is compatible with a broad range of peptide side chains, redox-active esters, and resin. These conditions represent the first example of photochem. peptide modifications on resin.

If you want to learn more about this compound(3-Pyridinepropionic acid)Application of 3724-19-4, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(3724-19-4).

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The phase transition in pentaerythritol. III》. Authors are Nitta, Isamu; Wantanabe, Tokunosuke; Seki, Shuzo; Momotani, Masanobu.The article about the compound:Pentaerythrityltetrabromidecas:3229-00-3,SMILESS:BrCC(CBr)(CBr)CBr).Recommanded Product: Pentaerythrityltetrabromide. Through the article, more information about this compound (cas:3229-00-3) is conveyed.

In the light of the exptl. information obtained from the thermal measurements and the expansion coefficients on pentaerythritol, the transition mechanism from a tetragonal to a cubic lattice is discussed. Comparison of the large entropy, 22.8 e.u., for the polymorphic transition, with the entropy of fusion 12.7 e.u., and 25.3 e.u. for tetra-bromopentaerythritol and meso-erythritol, resp. (where, in the latter case, H bonding plays an important role), suggests a difference in degree of H bonding between the tetragonal and cubic forms of pentaerythritol. From the above information and the entropy of fusion of 3.2 e.u. for pentaerythritol, a value of 13.3 e.u. is obtained for this effect. Estimation of the difference in the configurational entropy between these 2 forms to be 14.47 e.u. from statistical considerations, gives close agreement with the exptl. results.

If you want to learn more about this compound(Pentaerythrityltetrabromide)Recommanded Product: Pentaerythrityltetrabromide, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(3229-00-3).

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Computed Properties of C18H34BF4P. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Tricyclohexylphosphonium tetrafluoroborate, is researched, Molecular C18H34BF4P, CAS is 58656-04-5, about Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of N-Mesylamides by N-C Cleavage: Electronic Effect of the Mesyl Group. Author is Liu, Chengwei; Liu, Yongmei; Liu, Ruzhang; Lalancette, Roger; Szostak, Roman; Szostak, Michal.

N-mesylamides underwent chemoselective Suzuki-Miyaura cross-coupling with arylboronic acids in the presence of Pd2(dba)3, tricyclohexylphosphonium tetrafluoroborate, and Na2CO3 in 1,4-dioxane to yield aryl ketones by chemoselective N-C cleavage. Both the scope and the origin of high selectivity are discussed. A beneficial effect of the N-mesyl substituent on the bond activation in acyclic amides is presented. The structure of PhCONPhSO2Me was determined by X-ray crystallog.; its bond angles and conformation were analyzed to determine the effect of the mesyl group on its structure and resonance stabilization.

If you want to learn more about this compound(Tricyclohexylphosphonium tetrafluoroborate)Computed Properties of C18H34BF4P, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(58656-04-5).

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The synthesis of 1,6-naphthyridine》. Authors are Ferrier, B. M.; Campbell, Neil.The article about the compound:3-Pyridinepropionic acidcas:3724-19-4,SMILESS:OC(=O)CCC1=CC=CN=C1).COA of Formula: C8H9NO2. Through the article, more information about this compound (cas:3724-19-4) is conveyed.

Reduction of 4.5 g. 3-pyridylacrylic acid (I) in 100 ml. water with 0.5 g. PtO2 by shaking in H 30 min., filtering, resuspending the insoluble portion in water and repeating the process until all insoluble I had disappeared, gave, on vacuum distillation of the combined water solutions, 2.92 g. 3-pyridylpropionic acid (II), cubes, m. 161-2° (EtOH). Under similar conditions reduction of I in one step until no more H was absorbed gave 3-piperidylpropionic acid, isolated as its hydrochloride (1.1 g.) from EtOH, prisms, m. 225°. II (1 g.) was heated 3 hrs. with 5 ml. 100-volume H2O2 and 25 ml. HOAc, the volume reduced to 10 ml. in vacuo, 25 ml. water added, and the process repeated until 0.8 g. 3-pyridylpropionic acid N-oxide (III) separated, prisms m. 144-53° (EtOH). III (0.5 g.), 10 ml. fuming HNO3, and 10 ml. H2SO4 were boiled 1 hr., poured on 50 ml. ice, the solution brought to pH 5 with NH4OH, and 0.36 g. 4-nitro-3-pyridylpropionic acid 1-oxide (IV), yellow plates, m. 169-71° (EtOH), extracted with EtOAc. IV (0.2 g.), 0.5 g. reduced Fe powder, and 6 ml. HOAc were heated 0.5 hr., poured into water, filtered, and the filtrate made alk. with NH4OH and extracted with EtOAc to give 0.05 g. 1,2,3,4-tetrahydro-2-oxo-1,6-naphthyridine, needles, m. 208° (C6H6). III (0.3 g.) in 5 ml. HCl was treated with 0.75 g. Zn dust until colorless, boiled with 0.25 g. more Zn for 2 min., made alk. with NH4OH, and the 1,2,3,4-tetrahydro-1,6-naphthyridine (V) which separated sublimed in vacuo and recrystallized to give 0.05 g. needles, m. 208°; picrate, orange-yellow prisms m. 175° (EtOH). Heating 0.03 g. V 2 hrs. at 220-30° with 0.025 g. 13.5% Pt/C gave, on EtOH extraction, an oil. The picrate of this oil (m. 211°) was dissolved in concentrated NH4OH, extracted with petr. ether, cooled, and after decanting an oil which separated, chilled in ice to give 3 mg. 1,6-naphthyridine, needles, m. 29-30°. 3-Ethylpyridine (3 g.) was oxidized and nitrated (as II above) to give 1.4 g. 3-ethyl-4-nitropyridine 1-oxide, yellow needles m. 63-4° (petr. ether), of which 0.38 g. was reduced (H, PtO2 in HOAc or Zn-HCl) to 4 mg. 4-amino-3-ethylpyridine, needles m. 42-3° (petr. ether); picrate m. 202-3°. Ultraviolet spectra were reported for the naphthyridines and compared with those of the corresponding pyridine derivatives

If you want to learn more about this compound(3-Pyridinepropionic acid)COA of Formula: C8H9NO2, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(3724-19-4).

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 4-(Bromomethyl)-1-chloro-2-fluorobenzene, is researched, Molecular C7H5BrClF, CAS is 206362-80-3, about Development of pyrazolo[3,4-d]pyrimidine-6-amine-based TRAP1 inhibitors that demonstrate in vivo anticancer activity in mouse xenograft models, the main research direction is pyrazolo pyrimidine amine derivative preparation TRAP1 Hsp90 inhibitor cancer; Anticancer; Drug; Hsp90; Mitochondria; Selectivity; TRAP1.Name: 4-(Bromomethyl)-1-chloro-2-fluorobenzene.

TNF Receptor Associated Protein 1 (TRAP1) is a mitochondrial paralog of Hsp90 related to the promotion of tumorigenesis in various cancers via maintaining mitochondrial integrity, reducing the production of reactive oxygen species, and reprogramming cellular metabolism Consequently, Hsp90 and TRAP1 have been targeted to develop cancer therapeutics. Herein, we report a series of pyrazolo[3,4-d]pyrimidine derivatives that are mitochondria-permeable TRAP1 inhibitors. Structure-based drug design guided the optimization of potency, leading to the identification of compounds 47 and 48 as potent TRAP1 and Hsp90 inhibitors with good metabolic and plasma stability as well as acceptable CYP and hERG inhibition. X-ray co-crystallization studies confirmed both 47 and 48 interact with the ATP binding pocket in the TRAP1 protein. Compounds 47 and 48 demonstrated excellent anticancer efficiency in various cancer cells, with limited toxicity over normal hepatocyte and prostate cells. Mouse PC3 xenograft studies showed 47 and 48 significantly reduced tumor growth.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem