Author: tianli

Kennedy, C. Rose published the artcileSynergistic Ion-Binding Catalysis Demonstrated via an Enantioselective, Catalytic [2,3]-Wittig Rearrangement, Category: alcohols-buliding-blocks, the publication is ACS Central Science (2016), 2(6), 416-423, database is CAplus and MEDLINE.

Sigmatropic rearrangements number among the most powerful complexity-building transformations in organic synthesis but have remained largely insensitive to enantioselective catalysis due to the diffuse nature of their transition structures. Here, we describe a synergistic ion-binding strategy for asym. catalysis of anionic sigmatropic rearrangements. This approach is demonstrated with the enantioselective [2,3]-Wittig rearrangement of α-allyloxy carbonyl compounds to afford highly enantioenriched homoallylic alc. products. Chiral thiourea catalysts are shown to engage reactive anions and their countercations through a cooperative set of attractive, noncovalent interactions. Catalyst structure-reactivity-selectivity relationship studies and computational analyses provide insight into catalyst-substrate interactions responsible for enantioinduction and allude to the potential generality of this catalytic strategy.

ACS Central Science published new progress about 83706-94-9. 83706-94-9 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is (E)-4,4,4-Trifluorobut-2-en-1-ol, and the molecular formula is C4H5F3O, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Panther, Lydia A. published the artcileSolvent-Free Synthesis of Core-Functionalised Naphthalene Diimides by Using a Vibratory Ball Mill: Suzuki, Sonogashira and Buchwald-Hartwig Reactions, Category: alcohols-buliding-blocks, the publication is Chemistry – A European Journal (2022), 28(49), e202201444, database is CAplus and MEDLINE.

Herein, the core functionalisation of N,N’-bis(2-ethylhexyl)-2,6-dibromo-1,4,5,8-naphthalenetetracarboxylic acid by using Suzuki, Sonogashira and Buchwald-Hartwig coupling reactions were reported. The products of these reactions are important building blocks in many areas of organic electronics including organic light-emitting diodes (OLEDs), organic field-effect transistors (OFETs) and organic photovoltaic cells (OPVCs). The reactions proceed in as little as 1 h, use com. available palladium sources (frequently Pd(OAc)₂) and were tolerant to air and atm. moisture. Furthermore, the real-world potential of this green VBM protocol was demonstrated by the double Suzuki coupling of a monobromo(NDI) residue to a bis(thiophene) pinacol ester. The resulting dimeric NDI species has been demonstrated to behave as an electron acceptor in functioning OPVCs.

Chemistry – A European Journal published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

da Cruz, Marcia G. A. published the artcileElectrochemical Depolymerization of Lignin in a Biomass-based Solvent, Product Details of C15H16O3, the publication is ChemSusChem (2022), 15(15), e202200718, database is CAplus and MEDLINE.

Breaking down lignin into smaller units is the key to generate high value-added products. Nevertheless, dissolving this complex plant polyphenol in an environment-friendly way is often a challenge. Levulinic acid, which is formed during the hydrothermal processing of lignocellulosic biomass, has been shown to efficiently dissolve lignin. Herein, levulinic acid was evaluated as a medium for the reductive electrochem. depolymerization of the lignin macromol. Copper was chosen as the electrocatalyst due to the economic feasibility and low activity towards the hydrogen evolution reaction. After depolymerization, high-resolution mass spectrometry and NMR spectroscopy revealed lignin-derived monomers and dimers. A predominance of aryl ether and phenolic groups was observed Depolymerized lignin was further evaluated as an anti-corrosion coating, revealing enhancements on the electrochem. stability of the metal. Via a simple depolymerization process of biomass waste in a biomass-based solvent, a straightforward approach to produce high value-added compounds or tailored biobased materials was demonstrated.

ChemSusChem published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, Product Details of C15H16O3.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Bingoel, Bahar published the artcileSynthesis and Characterization of Thiophen-3-yl Acetic Acid 4-Pyrrol-1-yl Phenyl Ester and its Conducting Polymers, Quality Control of 23351-09-9, the publication is International Journal of Polymeric Materials (2005), 54(8), 713-730, database is CAplus.

Thiophen-3-yl acetic acid 4-pyrrol-1-yl Ph ester (TAPE) monomer was synthesized via reaction of thiophen-3-yl acetyl chloride with 4-pyrrol-1-yl phenol. Homopolymers were achieved by using electrochem. and chem. polymerization techniques. Copolymers of TAPE with bithiophene or pyrrole were synthesized by potentiostatic electrochem. polymerization in acetonitrile-tetrabutylammonium tetrafluoroborate (TBAFB) solvent-electrolyte couple. The chem. structures were confirmed by both NMR and FTIR. DSC and TGA were used to examine the thermal behavior of the polymers. The morphologies of the films were investigated by SEM. Two-probe technique was used to measure the conductivities of the samples. Moreover, investigations of electrochromic and spectroelectrochem. properties of poly(TAPE-co-BiTh) carried out and the characteristics of dual type electrochromic device based on poly(TAPE-co-BiTh) and poly(3,4-ethylenedioxythiophene) (PEDOT) were reported.

International Journal of Polymeric Materials published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Quality Control of 23351-09-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Yetisen, Mehmet published the artcileElucidation of key aroma enhancement in cloudy lemon juices by the addition of peel oil using GC-MS-Olfactometry, Related Products of alcohols-buliding-blocks, the publication is International Journal of Food Science and Technology (2022), 57(8), 5280-5288, database is CAplus.

Volatile substances play a crucial role in the consumer preference of lemon juices. The effects of heat treatment and addition of lemon peel oil to lemon juice (Citrus limon Burm. cv. Kutdiken) on the aroma compounds were elucidated for the first time. Total phenolic, antioxidant activity, acidity, pH and color properties were also studied. Results revealed that the aroma of the juice samples comprised mostly the terpene compounds Limonene, γ-terpinene, β-pinene and α-pinene were the influential terpenes responsible for the distinctive odor of the lemon juice. The addition of the lemon peel oil increased the amounts of the aroma and aroma-active compounds Besides, the heat treatment had a pos. effect on the total phenolics and the antioxidant activity but it caused significant reduction of the aroma compounds Sensory anal. revealed that the most preferred sample was the juice with lemon peel oil added after pasteurization.

International Journal of Food Science and Technology published new progress about 106-25-2. 106-25-2 belongs to alcohols-buliding-blocks, auxiliary class Natural product, name is cis-3,7-Dimethyl-2,6-Octadien-1-Ol, and the molecular formula is C14H7F3OS, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Drees, Becky L. published the artcileThe GCN4 leucine zipper can functionally substitute for the heat shock transcription factor’s trimerization domain, Related Products of alcohols-buliding-blocks, the publication is Journal of Molecular Biology (1997), 273(1), 61-74, database is CAplus and MEDLINE.

The heat shock transcription factor (HSF) is the only known sequence-specific, homotrimeric DNA-binding protein. HSF binds to a DNA recognition site called a heat shock element (HSE), which contains varying numbers of nGAAn units (“GAA boxes”) arranged in inverted repeats. To investigate the role of trimerization on HSF’s DNA-binding properties, the authors replaced the trimerization domain, which self-assembles to form a three-stranded α-helical coiled coil, with the GCN4 leucine zipper, which forms a two-stranded α-helical coiled coil. Surprisingly, this substitution did not effect the ability of HSF to function in vivo. Biochem. studies of an HSF-leucine zipper chimera in comparison to an HSF truncation show that the HSF-leucine zipper chimera, though dimeric in solution and dimeric when bound to a two-box HSE, forms a trimeric complex when bound to a three-box HSE. The ability to form trimers depends on the presence of three contiguous GAA boxes present in inverted repeats. The proximity of the leucine zippers due to the orientation of the binding sites suggests that the leucine zippers might be forming a three-stranded coiled coil and several experiments lend support to this model. The ability of the leucine zipper to change oligomeric states in context might explain why the leucine zipper can replace the trimerization domain of HSF in vivo.

Journal of Molecular Biology published new progress about 70539-42-3. 70539-42-3 belongs to alcohols-buliding-blocks, auxiliary class pyrrolidine,Ester,Amide,Inhibitor,Inhibitor, name is Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, and the molecular formula is C18H20N2O12, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Anderl, Felix published the artcileTotal Synthesis of Belizentrin Methyl Ester: Report on a Likely Conquest, Safety of (R)-Oxiran-2-ylmethanol, the publication is Angewandte Chemie, International Edition (2018), 57(33), 10712-10717, database is CAplus and MEDLINE.

The assigned structure of the dinoflagellate-derived toxin belizentrin was prepared by total synthesis in form of the corresponding Me ester I for stability reasons. The successful route features an unusual solution for the preparation of a recalcitrant ylide on a C-glycosidic segment; moreover, it involves an asym. hetero-Diels-Alder reaction en route to the tertiary hemiacetal substructure, a Negishi cross-coupling of two elaborate building blocks, and a macrocyclization based on an intramol. aminolysis of a spirolactone. A modified Kocienski olefination ultimately allowed the polyol side chain to be attached to the macrocycle although this transformation faced the exceptional base sensitivity of this polyunsaturated target compound

Angewandte Chemie, International Edition published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Safety of (R)-Oxiran-2-ylmethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Andorfer, Mary C. published the artcileUnderstanding Flavin-Dependent Halogenase Reactivity via Substrate Activity Profiling, Safety of 4-(1H-Pyrrol-1-yl)phenol, the publication is ACS Catalysis (2017), 7(3), 1897-1904, database is CAplus and MEDLINE.

The activity of four native FDHs and four engineered FDH variants on 93 low mol. weight arenes was used to generate FDH substrate activity profiles. These profiles provided insights into how substrate class, functional group substitution, electronic activation, and binding impact FDH activity and selectivity. The enzymes studied could halogenate a far greater range of substrates than previously recognized, but significant differences in their substrate specificity and selectivity were observed Trends between the electronic activation of each site on a substrate and halogenation conversion at that site were established, and these data, combined with docking simulations, suggest that substrate binding can override electronic activation even on compounds differing appreciably from native substrates. These findings provide a useful framework for understanding and exploiting FDH reactivity for organic synthesis.

ACS Catalysis published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Safety of 4-(1H-Pyrrol-1-yl)phenol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Luo, Min published the artcileAmidate Prodrugs of Cyclic 9-(S)-[3-Hydroxy-2-(phosphonomethoxy)propyl]adenine with Potent Anti-Herpesvirus Activity, SDS of cas: 57044-25-4, the publication is ACS Medicinal Chemistry Letters (2018), 9(4), 381-385, database is CAplus and MEDLINE.

A series of amidate prodrugs I of cyclic 9-[3-hydroxy-2-(phosphonomethoxy)propyl]adenine (cHPMPA) featuring different amino acid motifs were synthesized. All phosphonamidates derived from (S)-cHPMPA displayed a broad spectrum activity against herpesviruses with EC₅₀ values in the low nanomolar range. A phosphonobisamidate prodrug of (S)-HPMPA also exhibited a remarkably potent antiviral activity. In addition, the leucine ester prodrug of (S)-cHPMPA and phosphonobisamidate valine ester prodrug of (S)-HPMPA proved stable in human plasma. These data warrant further development of cHPMPA prodrugs, especially against human cytomegalovirus (HCMV), for which there is a high need for treatment in transplant recipients.

ACS Medicinal Chemistry Letters published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, SDS of cas: 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Luo, Min published the artcileInvading Escherichia coli genetics with a xenobiotic nucleic acid carrying an acyclic phosphonate backbone (ZNA), Application In Synthesis of 57044-25-4, the publication is Journal of the American Chemical Society (2019), 141(27), 10844-10851, database is CAplus and MEDLINE.

A synthetic orthogonal polymer embracing a chiral acyclic-phosphonate backbone [(S)-ZNA] is presented that uniquely adds to the emerging family of xenobiotic nucleic acids (XNAs). (S)-ZNA consists of reiterating six-atom structural units and can be accessed in few synthetic steps from readily available phophonomethylglycerol nucleoside (PMGN) precursors. Comparative thermal stability experiments conducted on homo- and heteroduplexes made of (S)-ZNA are described that evince its high self-hybridization efficiency in contrast to poor binding of natural complements. Although preliminary and not conclusive, CD data and dynamic modeling computations provide support to a left-handed geometry of double-stranded (S)-ZNA. Nonetheless, PMGN diphosphate monomers were recognized as substrates by Escherichia coli polymerase I as well as being imported into E. coli cells equipped with an algal nucleotide transporter. A further investigation into the in vivo propagation of (S)-ZNA culminated with the demonstration of the first synthetic nucleic acid with an acyclic backbone that can be transliterated to DNA by the E. coli cellular machinery.

Journal of the American Chemical Society published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Application In Synthesis of 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts