Tag: M.W=400-450

Van Veller, Brett published the artcileBiocompatible post-polymerization functionalization of a water soluble poly(p-phenylene ethynylene), Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Chemical Communications (Cambridge, United Kingdom) (2010), 46(31), 5761-5763, database is CAplus and MEDLINE.

A biocompatible post-polymerization functionalization reaction takes advantage of a polymer’s structural motif for the controllable attachment of biotin as a model biosensor that responds to streptavidin.

Chemical Communications (Cambridge, United Kingdom) published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C7H8INO, Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Asghar, Soneela published the artcileCobalt-Catalyzed Suzuki Biaryl Coupling of Aryl Halides, Product Details of C27H39ClN2, the publication is Angewandte Chemie, International Edition (2017), 56(51), 16367-16370, database is CAplus and MEDLINE.

Readily accessed cobalt pre-catalysts with N-heterocyclic carbene ligands catalyze the Suzuki cross-coupling of aryl chlorides and bromides with alkyllithium-activated arylboronic pinacolate esters. Preliminary mechanistic studies indicate that the cobalt species is reduced to Co⁰ during the reaction.

Angewandte Chemie, International Edition published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Product Details of C27H39ClN2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Nishizawa, Akihiro published the artcileNickel-Catalyzed Decarboxylation of Aryl Carbamates for Converting Phenols into Aromatic Amines, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Journal of the American Chemical Society (2019), 141(18), 7261-7265, database is CAplus and MEDLINE.

Herein, we describe a new catalytic approach to accessing aromatic amines from an abundant feedstock, namely phenols. The most reliable catalytic method for converting phenols to aromatic amines uses an activating group, such as a trifluoromethane sulfonyl group. However, this activating group is eliminated as a leaving group during the amination process, resulting in significant waste. Our nickel-catalyzed decarboxylation reaction of aryl carbamates forms aromatic amines with carbon dioxide as the only byproduct. As this amination proceeds in the absence of free amines, a range of functionalities, including a formyl group, are compatible. A bisphosphine ligand immobilized on a polystyrene support (PS-DPPBz) is key to the success of this reaction, generating a catalytic species that is significantly more active than simple nonsupported variants.

Journal of the American Chemical Society published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Agata, Ryosuke published the artcileIron-catalyzed cross coupling of aryl chlorides with alkyl grignard reagents: synthetic scope and Fe(II)/Fe(IV) mechanism supported by X-ray absorption spectroscopy and density functional theory calculations, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Bulletin of the Chemical Society of Japan (2019), 92(2), 381-390, database is CAplus.

A combination of Fe(III) fluoride and 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene (SIPr) catalyzes the high-yielding cross coupling of an electron-rich aryl chloride with an alkyl Grignard reagent, which cannot be attained using other Fe catalysts. A variety of alkoxy- or amino-substituted aryl chlorides can be cross-coupled with various alkyl Grignard reagents regardless of the presence or absence of β-hydrogens in the alkyl group. A radical probe experiment using 1-(but-3-enyl)-2-chlorobenzene does not afford the corresponding cyclization product, therefore excluding the intermediacy of radical species. Solution-phase x-ray absorption spectroscopy (XAS) anal., with the help of d. functional theory (DFT) calculations, indicates the formation of a high-spin (S = 2) heteroleptic difluorido organoferrate(II), [MgX][Fe(II)F₂(SIPr)(Me/alkyl)], in the reaction mixture DFT calculations also support a feasible reaction pathway, including the formation of a difluorido organoferrate(II) intermediate which undergoes a novel Lewis acid-assisted oxidative addition to form a neutral organoiron(IV) intermediate, which leads to an Fe(II)/Fe(IV) catalytic cycle, where the fluorido ligand and the Mg ion play key roles.

Bulletin of the Chemical Society of Japan published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Liu, Wenbo published the artcileCu₂O-Catalyzed Conversion of Benzyl Alcohols Into Aromatic Nitriles via the Complete Cleavage of the C≡N Triple Bond in the Cyanide Anion, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Chemistry – An Asian Journal (2021), 16(21), 3509-3513, database is CAplus and MEDLINE.

Nitrogen transfer from cyanide anion to an aldehyde is emerging as a promising method for the synthesis of aromatic nitriles. However, this method still suffers from a disadvantage that a use of stoichiometric Cu(II) or Cu(I) salts is required to enable the reaction. As authors report herein, overcame this drawback and developed a catalytic method for nitrogen transfer from cyanide anion to an alc. via the complete cleavage of the C≡N triple bond using phen/Cu₂O as the catalyst. The present condition allowed a series of benzyl alcs. to be smoothly converted into aromatic nitriles in moderate to high yields. In addition, the present method could be extended to the conversion of cinnamic alc. to 3-phenylacrylonitrile.

Chemistry – An Asian Journal published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Ebisu, Keitaro published the artcileN-Terminal Specific Point-Immobilization of Active Proteins by the One-Pot NEXT-A Method, Quality Control of 359860-27-8, the publication is ChemBioChem (2009), 10(15), 2460-2464, database is CAplus and MEDLINE.

The authors earlier combined L/F-transferase-mediated functionalization with tRNA-aminoacylation using engineered aminoacyl-tRNA synthetase (ARS) in the same test tube and named the whole method NEXT-A (N-terminal extension of protein by transferase and aminoacyl-tRNA synthetase). Here, the authors report a practical method that combines the NEXT-A reaction and noncatalytic 1,3-dipolar cycloaddition for immobilizing any kind of active protein onto supports with an ordered orientation. Typically, a sugar-binding protein (lectin EW29Ch) was successfully immobilized onto an acrylamide-based gel. The authors monitored stoichiometry of the reaction during the immobilization. The lectin-immobilized gel was subjected to frontal affinity chromatog. and sugar-lectin interactions on the gel were measured. Direct immobilization of a target protein in a cell lysate without purification was also demonstrated.

ChemBioChem published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Quality Control of 359860-27-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Li, Xiaochun published the artcileInkjet-Printed Bioassays for Direct Reading with a Multimode DVD/Blu-Ray Optical Drive, Synthetic Route of 359860-27-8, the publication is Analytical Chemistry (Washington, DC, United States) (2014), 86(18), 8922-8926, database is CAplus and MEDLINE.

Compact disk-based bioassays have been developed as novel point-of-care (POC) tools for various applications in chem. anal. and biomedical diagnosis. For the fabrication of assay disks, the surface patterning and sample introduction have been restricted to manual delivery that is unfavorable for on-demand high throughput medical screening. Herein, the authors have adapted a conventional inkjet printer to prepare bioassays on regular DVD-Rs and accomplished quant. anal. with a multimode DVD/Blu-Ray optical drive in conjunction with free disk diagnostic software. The feasibility and accuracy of this method have been demonstrated by the quant. anal. of inkjet-printed biotin-streptavidin binding assays on DVD, which serves as a trial system for other complex, medically relevant sandwich-format or competitive immunoassays.

Analytical Chemistry (Washington, DC, United States) published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Synthetic Route of 359860-27-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Behravesh, Esfandiar published the artcileQuantification of ligand surface concentration of bulk-modified biomimetic hydrogels, Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Biomaterials (2003), 24(24), 4365-4374, database is CAplus and MEDLINE.

This study describes a method for the quantification of active ligand surface concentration for bulk-modified hydrogels. Two poly(propylene fumarate-co-ethylene glycol) (P(PF-co-EG)) block copolymers were synthesized with terminal poly(ethylene glycol) (PEG) chains of number average mol. weight 1960 and 5190 g/mol. Hydrogels were synthesized with bulk-modified biotin as a model ligand, making use of a PEG spacer arm with a mol. weight of 3400 g/mol. Bulk concentration of biotin was calculated from the initial concentration of biotin, sol fraction, equilibrium water content, and relative incorporation of the polymers to the hydrogel. Surface concentration of biotin bulk-modified hydrogels was quantified with an enzyme linked immunosorbent assay using mouse monoclonal anti-biotin antibody (IgG), horseradish peroxidase-conjugated anti-mouse IgG, and a chemiluminescent substrate. The larger size of the IgG relative to the mesh size of the hydrogels allowed for the quantification of the active biotin at the surface of the hydrogels. Luminescent imaging was used to qual. show the isolation of the horseradish peroxidase-conjugated antibodies to the surface of the bulk-modified hydrogel. The active biotin ligands at the surface of hydrogels synthesized with terminal PEG chains of 1960 g/mol were at the top 7.2 nm while for those synthesized with terminal PEG chains of 5190 g/mol were at the top 4.4 nm of the bulk-modified hydrogel. The relationship between bulk ligand concentration and the active ligand concentration at the surface was dependent on the hydrogel composition The relative magnitude of the PEG spacer arm of the ligand compared to the PEG block length of the copolymer affected the surface availability of the ligand. The results suggest that steric hindrances caused by mobile PEG chains of the copolymer of mol. weight greater than that of the PEG spacer arm contributed to the decreased surface concentration of ligand. This work relates the bulk concentration of a ligand to its surface concentration, an important parameter for the adhesion, migration, and function of anchorage dependent cells.

Biomaterials published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Cruz, Thais R. published the artcileNew dmso-ruthenium catalysts bearing N-heterocyclic carbene ligands for the ring-opening metathesis of norbornene, Synthetic Route of 258278-25-0, the publication is New Journal of Chemistry (2019), 43(16), 6220-6227, database is CAplus.

Novel DMSO Ru(II) complexes of N-heterocyclic carbenes [RuCl₂(S-DMSO)₂(SIMes)] (1), [RuCl₂(S-DMSO)₂(IMes)], (2) [RuCl₂(S-DMSO)₂(SIDip)] (3), and [RuCl₂(S-DMSO)₂(IDip)] (4) were successfully synthesized. The complexes 1–4 were characterized by elemental anal., FTIR, UV-visible, ¹H and ¹³C NMR, and computational studies. The polynorbornene (polyNBE) syntheses via ROMP using the complexes 1–4 as pre-catalysts in the presence of Et diazoacetate (EDA) were evaluated under different [EDA]/[Ru] and [NBE]/[Ru] ratios, temperatures (25 and 50°) and times (5-60 min). Quant. yields of polyNBEs using [NBE]/[EDA]/[Ru] = 5000/28/1 for 10 min at 25° were obtained. The order of magnitude of 10⁵ g mol^-1 for M_n and PDI values ranging from 1.2 to 3.5 were measured by SEC. A study combining exptl. data and computational calculations was performed to elucidate the mechanism of ROMP of NBE mediated by the complexes 1–4 as pre-catalysts. The proposed mechanism suggests the occurrence of a dissociative reaction of the complexes 1–4, losing a DMSO ligand as the 1st step, resulting in a 14-electron species, which reacts with EDA to form the metal-carbene, followed by discoordination of the 2nd DMSO mol. for coordination of NBE.

New Journal of Chemistry published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Synthetic Route of 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Chen, Zicong published the artcilePd-Catalyzed Cross-Coupling of Highly Sterically Congested Enol Carbamates with Grignard Reagents via C-O Bond Activation, COA of Formula: C27H39ClN2, the publication is Organic Letters (2020), 22(10), 3879-3883, database is CAplus and MEDLINE.

The palladium-catalyzed cross-coupling reaction of enol carbamates to construct highly sterically congested alkenyl compounds was presented for the first time. This protocol demonstrated the potential of using thermally stable and highly atom-economic enol electrophiles as building blocks in bulky alkene synthesis. This reaction accommodates a broad substrate scope with excellent Z/E isomer ratios, which also provided a new synthetic pathway for accessing Tamoxifen.

Organic Letters published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, COA of Formula: C27H39ClN2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem