Tag: M.W=200-250

Thaharn, Watcharaporn published the artcileRadical Cyclization/ipso-1,4-Aryl Migration Cascade: Asymmetric Synthesis of 3,3-Difluoro-2-propanoylbicyclo[3.3.0]octanes, Synthetic Route of 69361-41-7, the publication is Angewandte Chemie, International Edition (2014), 53(8), 2212-2215, database is CAplus and MEDLINE.

A novel method for the asym. synthesis of 3,3-difluoro-2-propanoylbicyclo-[3.3.0]octanes involves an unprecedented intramol. radical cyclization/ipso-1,4-aryl migration cascade. The synthesis of the target compounds was achieved by a cyclization reaction of a cyclopentene-ketone derivative (I) to provide an alc. derivative (II) with was converted into an [(aryl)(methylene)pentalenyl](fluoro)propanone derivative (III).

Angewandte Chemie, International Edition published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C4H6N2, Synthetic Route of 69361-41-7.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Zin, Nor Farah Hani Md published the artcileCytotoxicity of asymmetric mononuclear silver(I)-N-heterocyclic carbene complexes against human cervical cancer: Synthesis, crystal structure, DFT calculations and effect of substituents, Synthetic Route of 143-15-7, the publication is Journal of Organometallic Chemistry (2022), 122439, database is CAplus.

A new series of asym. N,N’-disubstituted benzimidazolium derived N-heterocyclic carbene (NHC) ligands and their mononuclear silver(I)-NHC complexes are reported. The ligands were prepared from N-alkylation of 1-methylbenzimidazole with alkyl bromides (n = 10-18 in even parity), non-fluorinated or fluorinated benzyl bromides. In situ deprotonation of the ligands with silver oxide, followed by metathesis reaction with potassium hexafluorophosphate facilitated the formation of the mononuclear silver(I)-NHC complexes. Chem. structures of all the compounds were elucidated using Fourier transform IR, ¹H and ¹³C NMR (NMR) spectroscopy, and CHN elemental microanal. The coordination mode of the Ag(I)-NHC complexes was confirmed by single crystal XRD anal. Single crystal anal. of ortho-fluorinated benzyl-containing complex showed that each complex consisted of one Ag(I) ion coordinated with two NHC ligands in a linear geometry in the presence of one PF^–₆ anion in the lattice. Cytotoxic effects of the NHC ligands and their silver(I) complexes against human cervical cancer cells (HeLa) and normal human skin fibroblasts (Hs27) were investigated using the MTT assay. Cytotoxicity of these compounds was dependent on the N-substituents in the benzimidazolium moiety and the presence of silver ions. Benzylated ligands were non-active while their dialkylated analogs showed weak to excellent cytotoxic effects on HeLa cells. The incorporation of silver ions and elongation of alkyl chains significantly enhanced cytotoxicity. D. functional theory revealed that Ag-C bond strength was insensitive to the NHC ligand design, and about one-third of the overall complex binding enthalpy was contributed by the non-covalent interaction between the long alkyl chains. Long-chain ligands (n = 16-18) and all silver(I)-NHC complexes exhibited superior cytotoxicity against HeLa cells (IC₅₀ ranged between 1.18μM-9.38μM) as compared to that of the anticancer drug, Etoposide (IC₅₀ = 25.67μM).

Journal of Organometallic Chemistry published new progress about 143-15-7. 143-15-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromododecane, and the molecular formula is C13H19Br2ClN2O, Synthetic Route of 143-15-7.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Okuda, Shogo published the artcileSupramolecular Helical Assemblies of Dirhodium(II) Paddlewheels with 1,4-Diazabicyclo[2.2.2]octane: A Remarkable Substituent Effect on the Helical Sense Preference and Amplification of the Helical Handedness Excess of Metallo-Supramolecular Helical Polymers, Product Details of C12H25Br, the publication is Journal of the American Chemical Society (2022), 144(6), 2775-2792, database is CAplus and MEDLINE.

Authors report unique coordination-driven supramol. helical assemblies of a series of dirhodium(II) tetracarboxylate paddlewheels bearing chiral Ph or Me substituted amide-bound m-terphenyl residues with triethylene glycol monomethyl ether (TEG) or n-dodecyl tails through a 1:1 complexation with 1,4-diazabicyclo[2.2.2]octane (DABCO). The chiral dirhodiums with DABCO in CHCl₃/n-hexane (1/1) form one-handed helical coordination polymers with a controlled propeller chirality at the m-terphenyl groups stabilized by intermol. hydrogen-bonding networks between the adjacent amide groups at the periphery mainly via a cooperative nucleation/elongation mechanism as supported by CD and vibrational CD along with variable-temperature (VT) absorption and CD anal. The VT visible-absorption titrations revealed the temperature-dependent changes in the degree of polymerizations The columnar supramol. helical structures were elucidated by x-ray diffraction and at. force microscopy. The helix-sense of the homopolymer carrying the bulky Ph and n-dodecyl substituents is opposite to those of other chiral homopolymers despite the same absolute configuration at the pendants. A remarkably strong “sergeants and soldiers” (S&S) effect was observed in most of the chiral/achiral copolymers, while the copolymers with the chiral bulky phenyl-substituted dirhodiums with n-dodecyl chains displayed an “abnormal” S&S effect accompanied by inversion of the helix-sense, which can be switched to a “normal” S&S effect by changing the solvent composition A nonracemic dirhodium complex of 20% enantiomeric excess bearing the less bulky chiral Me substituents with n-dodecyl chains assembled with DABCO to form an almost one-handed helix (the “majority rule” (MR) effect), whereas the three other nonracemic copolymers showed a weak MR effect.

Journal of the American Chemical Society published new progress about 143-15-7. 143-15-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromododecane, and the molecular formula is C12H25Br, Product Details of C12H25Br.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Negishi, Eiichi published the artcileCyclization reactions of ω-tosyloxy-1-alkynyl- and ω-tosyloxy-1-alkenylborates and their ω-halo analogs, Name: (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Heteroatom Chemistry (1992), 3(3), 293-302, database is CAplus.

The reaction of trialkylboranes with ω-tosyloxy-1-lithio-1-alkynes can induce transfer of an alkyl group from the boron atom to the alkynyl carbon atom with concomitant formation of four- through six-membered carbocycles via intramol. displacement of the ω-tosyloxy group. Thus, reacting LiCCCH₂CMe₂(CH₂)₃OSO₂C₆H₄Me-4 with tricyclopentylborane gave a mixture of (E)- and (Z)-cyclopentylmethylene-3,3-dimethylcyclohexane. The stereoselectivity of the reaction, however, is low (anti/syn≃1.6-1.7). The corresponding reaction of ω-halo- or ω-tosyloxy-1-alkenylborates also gives exocyclic alkenes via 1,2-migration-cyclization followed by dehydroboration. In the cases of cyclopropanation, cyclopropylcarbinyl-to-homopropargyl rearrangement rather than dehydroboration takes place. Diphenylzirconocene reacts similarly with 6-lithio-5-hexynyl tosylate to give phenylmethylenecyclopentane in 45% yield. On the other hand, attempts to induce a similar migration with Ph derivatives of Y, V, Cr, and Mn have led to < 5-10% yields of the same cyclization product.

Heteroatom Chemistry published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Name: (4-Bromobut-1-yn-1-yl)trimethylsilane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Matsumura, Yoshihiro published the artcileStereoselective homocoupling of phenylacetic acid derivatives utilizing electrochemically generated base, Quality Control of 594-81-0, the publication is Electrochimica Acta (1997), 42(13-14), 2233-2239, database is CAplus.

Electrochem. generated base (EGB) was cathodically prepared from pyrrolidone, and it was used as an efficient base to generate an anion of Me phenylacetate. The anion was oxidized by iodine to afford di-Me 2,3-diphenylsuccinate in high yield and high dl selectivity. Optically active 2,3-diphenylsuccinic acid derivatives was prepared by this EGB/iodine method. The oxidative homocoupling of Me phenylacetate was also achieved with a catalytic amount of iodine by using an electrochem. mediator system.

Electrochimica Acta published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Quality Control of 594-81-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Zhang, Ying-peng published the artcileA chalcone organic gel for oil spill recovery and wastewater treatment, Formula: C12H25Br, the publication is Colloids and Surfaces, A: Physicochemical and Engineering Aspects (2022), 128166, database is CAplus.

Oil spillage and water pollution are serious environmental disasters, which have a serious impact on the economy and ecosystem. To protect the environment,we have synthesized a new type of chalcone derivative (G1) gel. G1 can form gels in many organic solvents, fuels and edible oils. The FT-IR, SEM and XRD studies show that there are π-π stacking, Van der Waals and intermol. H-bonding force in the G1 gel self-assembly process. 3D networks structure provides a strong basis for the adsorption of dyes and the adsorption efficiency could be as high as 97.2%. The G1 can selectively gel in organic water pollutants, with recyclability. Even in the presence of salt, acid and alkali, it can be successfully used to recover spilled oil from oil-water mixture

Colloids and Surfaces, A: Physicochemical and Engineering Aspects published new progress about 143-15-7. 143-15-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromododecane, and the molecular formula is C10H11N3O3S, Formula: C12H25Br.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Akitake, Masahiro published the artcileAccess to γ-Carbolines: Synthesis of Isocryptolepine, Quality Control of 89694-44-0, the publication is Journal of Organic Chemistry (2021), 86(24), 17727-17737, database is CAplus and MEDLINE.

A new method to synthesize γ-carboline derivatives has been developed starting from 3,5-dibromo-4-pyridinamine by monoarylation using the Suzuki-Miyaura cross-coupling reaction followed by the base-mediated ring closure to pyrrole formation. Synthesis of a series of γ-carboline derivations from the 4-brominated γ-carboline 4a has been achieved by employing various coupling reactions and N-alkylations. This method has been applied for the synthesis of the antimalarial and anticancer natural product isocryptolepine. The photophys. properties of novel γ-carboline derivations are also reported.

Journal of Organic Chemistry published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Quality Control of 89694-44-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Grote, Michaela published the artcileSyntheses of novel modified acyclic purine and pyrimidine nucleosides as potential substrates of herpes simplex virus type-1 thymidine kinase for monitoring gene expression, Safety of 5-(2-Bromoethyl)-2,2-dimethyl-1,3-dioxane, the publication is Canadian Journal of Chemistry (2004), 82(4), 513-523, database is CAplus.

Suicide gene therapy with the herpes simplex virus type-1 thymidine kinase gene (HSV-1 tk) is considered to be a promising approach to the treatment of cancer. Making use of the lower specificity of the viral enzyme compared to human thymidine kinase, the therapy involves the administration of antiviral agents (e.g., ganciclovir) as prodrugs to induce enzymic cell death in those cells that express the transferred gene. ¹⁸F-labeled derivatives have been described for monitoring location, duration, and magnitude of the viral kinase enzyme activity by positron emission tomog. (PET). Since an optimal radiotracer has not been developed, novel substances were synthesized for monitoring gene expression. A group of 13 nucleoside analogs were synthesized, among them N¹-methyl-9-[(1,3-dihydroxy-2-propoxy)methyl]guanine and N¹-methyl-9-[(4-hydroxy)-3-hydroxymethylbutyl]guanine as Me analogs of ganciclovir and penciclovir and their related fluoro compounds Further novel derivatives include N⁶-methyl-9-[(1,3-dihydroxy-2-propoxy)methyl]-, N⁶-methyl-9-[(4-hydroxy)-3-hydroxymethylbutyl]adenine, as well as the uracil derivatives 5-hydroxy-1-[(1,3-dihydroxy-2-propoxy)methyl]uracil, 6-methyl-1-[(1,3-dihydroxy-2-propoxy)-methyl]uracil, and its 3-fluoro-derivative

Canadian Journal of Chemistry published new progress about 97845-58-4. 97845-58-4 belongs to bromides-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Bromide, name is 5-(2-Bromoethyl)-2,2-dimethyl-1,3-dioxane, and the molecular formula is C8H15BrO2, Safety of 5-(2-Bromoethyl)-2,2-dimethyl-1,3-dioxane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Koide, Tsutomu published the artcileDielectric study of solid 2,3-dibromo-2,3-dimethylbutane, Formula: C6H12Br2, the publication is Nippon Kagaku Zasshi (1970), 91(7), 622-5, database is CAplus.

The dielec. constant (D) of a crystal of 2,3-dibromo-2,3-dimethyl-butane was measured at 5-100 kHz at -170 to 100°. The measurements were made with an a.c. bridge. The sample was made by pressing crystal powder. The compactness was 0.98. No significant change of D was found at the transition point of -90°, while remarkable change was observed at another transition point of 70-80°. At -90 to 70°, D was ∼2.6. The theoretical value of D was calculated by the equation of Froelich, the result of which showed that the trans model was more favorable than the model of trans-gauche equilibrium

Nippon Kagaku Zasshi published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Formula: C6H12Br2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Namba, Yoshiyuki published the artcileCrystal structure and the molecular behavior of 2,3-dibromo-2,3-dimethylbutane at room temperature, Name: 2,3-Dibromo-2,3-dimethylbutane, the publication is Bulletin of the Chemical Society of Japan (1970), 43(3), 677-81, database is CAplus.

The crystal structure of 2,3-dibromo-2,3-dimethylbutane at room temperature has a disordered nature. In the crystal, trans-form mols. have at least 4 orientations of equal statistical weight around the axes parallel to the [001] direction. Therefore, in spite of the low symmetry of the mol., the crystal belongs to the tetragonal system and has the space group of I4/mmm, while a = 7.38, c = 8.12 Å, and Z = 2.

Bulletin of the Chemical Society of Japan published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Name: 2,3-Dibromo-2,3-dimethylbutane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary