Laengle, D’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2019 | 25055-82-7

Chemical Communications (Cambridge, United Kingdom) published new progress about Dihydropyridines Role: DGN (Diagnostic Use), PAC (Pharmacological Activity), PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), USES (Uses), PROC (Process), RACT (Reactant or Reagent), PREP (Preparation). 25055-82-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8N2O, COA of Formula: C4H8N2O.

Laengle, D.; Wesseler, F.; Floetgen, D.; Leek, H.; Plowright, A. T.; Schade, D. published the artcile< Unique photoaffinity probes to study TGFβ signaling and receptor fates>, COA of Formula: C4H8N2O, the main research area is dihydropyridine annulated preparation transforming growth factor beta pharmacophore SAR.

A novel synthetic approach is used to prepare a diverse set of “”first-in-class”” dihydropyridine-based TGFβ receptor degraders bearing photoaffinity labels. These probes serve as valuable tools to study TGFβ receptor fates and dynamics – an important challenge in chem. biol.

Chemical Communications (Cambridge, United Kingdom) published new progress about Dihydropyridines Role: DGN (Diagnostic Use), PAC (Pharmacological Activity), PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), USES (Uses), PROC (Process), RACT (Reactant or Reagent), PREP (Preparation). 25055-82-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8N2O, COA of Formula: C4H8N2O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Spielmann, Kim’s team published research in Journal of the American Chemical Society in 2019-09-11 | 6290-03-5

Journal of the American Chemical Society published new progress about Allenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (Phthalimido-). 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Recommanded Product: (R)-Butane-1,3-diol.

Spielmann, Kim; Xiang, Ming; Schwartz, Leyah A.; Krische, Michael J. published the artcile< Direct Conversion of Primary Alcohols to 1,2-Amino Alcohols: Enantioselective Iridium-Catalyzed Carbonyl Reductive Coupling of Phthalimido-Allene via Hydrogen Auto-Transfer>, Recommanded Product: (R)-Butane-1,3-diol, the main research area is allene phthalimido primary alc iridium regioselective aminoallylation catalyst; amino alc vicinal stereoselective preparation.

The first catalytic enantioselective carbonyl (α-amino)allylations are described. Phthalimido-allene and primary alcs. engage in hydrogen auto-transfer-mediated carbonyl reductive coupling by way of (α-amino)allyliridium-aldehyde pairs to form vicinal amino alcs. with high levels of regio-, anti-diastereo-, and enantioselectivity. Reaction progress kinetic anal. and isotopic labeling studies corroborate a catalytic cycle involving turnover-limiting alc. dehydrogenation followed by rapid allene hydrometalation.

Journal of the American Chemical Society published new progress about Allenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (Phthalimido-). 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Recommanded Product: (R)-Butane-1,3-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Lenormand, Anthony’s team published research in Chemistry – A European Journal in 2021-06-25 | 627-27-0

Chemistry – A European Journal published new progress about Alkenyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, HPLC of Formula: 627-27-0.

Lenormand, Anthony; Reyes Mendez, Lucia; Coulomb, Julien published the artcile< Relay-Heck Cross-Coupling Between Alkenyl Halides and Unsaturated Alcohols in the Synthesis of Open-Chain Analogues of Musk Odorant Vulcanolide>, HPLC of Formula: 627-27-0, the main research area is alkenyl halide alkenol palladium catalyst Heck cross coupling; carbonyl compound preparation; Heck reactions; alkenyl halides; palladium; relay; unsaturated alcohols.

Unactivated alkenyl iodides and bromides underwent an unprecedented palladium-catalyzed relay-Heck cross-coupling with a whole range of alkenols of different chain lengths linking the alkene and the alc., affording unsaturated aldehydes and ketones in moderate to good yields. In contrast, alkenyl triflates were not suitable partners for this reaction. This method allowed the preparation of open-chain analogs of the musk odorant Vulcanolide, several of which retained key olfactory properties of the parent mol.

Chemistry – A European Journal published new progress about Alkenyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, HPLC of Formula: 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Chmiel, Alyah F’s team published research in Journal of the American Chemical Society in 2021-07-28 | 627-27-0

Journal of the American Chemical Society published new progress about Borylation (photochem.). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Synthetic Route of 627-27-0.

Chmiel, Alyah F.; Williams, Oliver P.; Chernowsky, Colleen P.; Yeung, Charles S.; Wickens, Zachary K. published the artcile< Non-innocent Radical Ion Intermediates in Photoredox Catalysis: Parallel Reduction Modes Enable Coupling of Diverse Aryl Chlorides>, Synthetic Route of 627-27-0, the main research area is radical ion intermediates photoredox Catalysis parallel reduction mode.

We describe a photocatalytic system that elicits potent photoreductant activity from conventional photocatalysts by leveraging radical anion intermediates generated in situ. The combination of an isophthalonitrile photocatalyst and sodium formate promotes diverse aryl radical coupling reactions from abundant but difficult to reduce aryl chloride substrates. Mechanistic studies reveal two parallel pathways for substrate reduction both enabled by a key terminal reductant byproduct, carbon dioxide radical anion.

Journal of the American Chemical Society published new progress about Borylation (photochem.). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Synthetic Route of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Caiger, Lewis’s team published research in Chemical Science in 2021 | 627-27-0

Chemical Science published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Application In Synthesis of 627-27-0.

Caiger, Lewis; Sinton, Conar; Constantin, Timothee; Douglas, James J.; Sheikh, Nadeem S.; Julia, Fabio; Leonori, Daniele published the artcile< Radical hydroxymethylation of alkyl iodides using formaldehyde as a C1 synthon>, Application In Synthesis of 627-27-0, the main research area is alkyl alc preparation; formaldehyde alkyl iodide radical hydroxymethylation photocatalyst.

Here, a strategy that couples alkyl iodide building blocks with formaldehyde through the use of photocatalysis and a phosphine additive was reported. Halogen-atom transfer (XAT) from α-aminoalkyl radicals was leveraged to convert the iodide into the corresponding open-shell species, while its following addition to formaldehyde was rendered irreversible by trapping the transient O-radical with PPh3. This event delivered a phosphoranyl radical that re-generates the alkyl radical and provided the hydroxymethylated product.

Chemical Science published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Application In Synthesis of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wang, Shu’s team published research in Journal of the American Chemical Society in 2021-03-17 | 627-27-0

Journal of the American Chemical Society published new progress about Azide-alkyne 1,3-dipolar cycloaddition reaction. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Electric Literature of 627-27-0.

Wang, Shu; Beech, Haley K.; Bowser, Brandon H.; Kouznetsova, Tatiana B.; Olsen, Bradley D.; Rubinstein, Michael; Craig, Stephen L. published the artcile< Mechanism Dictates Mechanics: A Molecular Substituent Effect in the Macroscopic Fracture of a Covalent Polymer Network>, Electric Literature of 627-27-0, the main research area is dictate mechanic macroscopic fracture covalent polymer network.

The fracture of rubbery polymer networks involves a series of mol. events, beginning with conformational changes along the polymer backbone and culminating with a chain scission reaction. Here, we report covalent polymer gels in which the macroscopic fracture “”reaction”” is controlled by mechanophores embedded within mech. active network strands. We synthesized poly(ethylene glycol) (PEG) gels through the end-linking of azide-terminated tetra-arm PEG (Mn = 5 kDa) with bis-alkyne linkers. Networks were formed under identical conditions, except that the bis-alkyne was varied to include either a cis-diaryl (1) or cis-dialkyl (2) linked cyclobutane mechanophore that acts as a mechanochem. “”weak link”” through a force-coupled cycloreversion. A control network featuring a bis-alkyne without cyclobutane (3) was also synthesized. The networks show the same linear elasticity (G’ = 23-24 kPa, 0.1-100 Hz) and equilibrium mass swelling ratios (Q = 10-11 in tetrahydrofuran), but they exhibit tearing energies that span a factor of 8 (3.4 J, 10.6, and 27.1 J·m-2 for networks with 1, 2, and 3, resp.). The difference in fracture energy is well-aligned with the force-coupled scission kinetics of the mechanophores observed in single-mol. force spectroscopy experiments, implicating local resonance stabilization of a diradical transition state in the cycloreversion of 1 as a key determinant of the relative ease with which its network is torn. The connection between macroscopic fracture and a small-mol. reaction mechanism suggests opportunities for mol. understanding and optimization of polymer network behavior.

Journal of the American Chemical Society published new progress about Azide-alkyne 1,3-dipolar cycloaddition reaction. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Electric Literature of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hirai, Kenji’s team published research in Chemistry – A European Journal in 2022-08-22 | 627-27-0

Chemistry – A European Journal published new progress about Activation enthalpy. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Category: alcohols-buliding-blocks.

Hirai, Kenji; Ishikawa, Hiroto; Takahashi, Yasufumi; Hutchison, James A.; Uji-i, Hiroshi published the artcile< Autotuning of Vibrational Strong Coupling for Site-Selective Reactions>, Category: alcohols-buliding-blocks, the main research area is benzaldehyde acetophenone Prins reaction IR spectra; Fabry-Perot cavity; infrared spectroscopy; piezoelectric actuators; prins reactions; vibrational strong coupling.

Site-selective chem. opens new paths for the synthesis of technol. important mols. When a reactant is placed inside a Fabry-Perot (FP) cavity, energy exchange between mol. vibrations and resonant cavity photons results in vibrational strong coupling (VSC). VSC has recently been implicated in modified chem. reactivity at specific reactive sites. However, as a reaction proceeds inside an FP cavity, the refractive index of the reaction solution changes, detuning the cavity mode away from the vibrational mode and weakening the VSC effect. Here we overcome this issue, developing actuatable FP cavities to allow automated tuning of cavity mode energy to maintain maximized VSC during a reaction. As an example, the site-selective reaction of the aldehyde over the ketone in 4-acetylbenzaldehyde is achieved by automated cavity tuning to maintain optimal VSC of the ketone carbonyl stretch during the reaction. A nearly 50% improvement in site-selective reactivity is observed compared to an FP cavity with static mirrors, demonstrating the utility of actuatable FP cavities as microreactors for organic chem.

Chemistry – A European Journal published new progress about Activation enthalpy. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Dong, Zhe’s team published research in Nature (London, United Kingdom) in 2021-10-21 | 627-27-0

Nature (London, United Kingdom) published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Name: But-3-en-1-ol.

Dong, Zhe; MacMillan, David W. C. published the artcile< Metallaphotoredox-enabled deoxygenative arylation of alcohols>, Name: But-3-en-1-ol, the main research area is alc aryl halide deoxygenative arylation metallaphotoredox.

Metal-catalyzed cross-couplings are a mainstay of organic synthesis and are widely used for the formation of C-C bonds, particularly in the production of unsaturated scaffolds1. However, alkyl cross-couplings using native sp3-hybridized functional groups such as alcs. remain relatively underdeveloped2. In particular, a robust and general method for the direct deoxygenative coupling of alcs. would have major implications for the field of organic synthesis. A general method for the direct deoxygenative cross-coupling of free alcs. must overcome several challenges, most notably the in situ cleavage of strong C-O bonds3, but would allow access to the vast collection of com. available, structurally diverse alcs. as coupling partners4. Authors report herein a metallaphotoredox-based cross-coupling platform in which free alcs. are activated in situ by N-heterocyclic carbene salts for carbon-carbon bond formation with aryl halide coupling partners. This method is mild, robust, selective and most importantly, capable of accommodating a wide range of primary, secondary and tertiary alcs. as well as pharmaceutically relevant aryl and heteroaryl bromides and chlorides. The power of the transformation has been demonstrated in a number of complex settings, including the late-stage functionalization of Taxol and a modular synthesis of Januvia, an antidiabetic medication. This technol. represents a general strategy for the merger of in situ alc. activation with transition metal catalysis.

Nature (London, United Kingdom) published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Name: But-3-en-1-ol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kuribara, Takahito’s team published research in Nature Communications in 2022-12-31 | 627-27-0

Nature Communications published new progress about Allylation (photochem.). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Application of C4H8O.

Kuribara, Takahito; Nakajima, Masaya; Nemoto, Tetsuhiro published the artcile< A visible-light activated secondary phosphine oxide ligand enabling Pd-catalyzed radical cross-couplings>, Application of C4H8O, the main research area is amine allyl methyl carbonate palladium photochem allylation; bromoalkane aryl alkene palladium photochem diastereoselective Heck reaction; aryl halide pyrrole palladium photochem radical cross coupling; haloarene palladium photochem dehalogenative hydrogenation.

A secondary phosphine oxide ligand bearing a visible-light sensitization moiety and apply it to Pd-catalyzed radical cross-coupling reactions was reported. The tautomeric phosphinous acid coordinates to palladium in-situ, allowing for pseudo-intramol. single-electron transfer between the ligand and palladium. Mol. design of the metal complexes aided by time-dependent d. functional theory calculations enables the involvement of allyl radicals from π-allyl palladium(II) complexes, and alkyl and aryl radicals from the corresponding halides and palladium(0) complex. This complex enables radical cross-couplings by ligand-to-Pd(II) and Pd(0)-to-ligand single-electron transfer under visible-light irradiation

Nature Communications published new progress about Allylation (photochem.). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Application of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zu, Han’s team published research in Microbial Cell Factories in 2020-12-31 | 6290-03-5

Microbial Cell Factories published new progress about Candida parapsilosis. 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Computed Properties of 6290-03-5.

Zu, Han; Gu, Jie; Zhang, Hui; Fan, Anwen; Nie, Yao; Xu, Yan published the artcile< Highly enantioselective synthesis of (R)-1,3-butanediol via deracemization of the corresponding racemate by a whole-cell stereoinverting cascade system>, Computed Properties of 6290-03-5, the main research area is R13 butanediol deracemization racemate stereoinverting cascade system; (R)-1,3-butanediol; Oxidation–reduction cascade; Racemate; Stereoselectivity; Whole-cell catalysis.

Abstract: Background: Deracemization, the transformation of the racemate into a single stereoisomeric product in 100% theor. yield, is an appealing but challenging option for the asym. synthesis of optically pure chiral compounds as important pharmaceutical intermediates. To enhance the synthesis of (R)-1,3-butanediol from the corresponding low-cost racemate with minimal substrate waste, we designed a stereoinverting cascade deracemization route and constructed the cascade reaction for the total conversion of racemic 1,3-butanediol into its (R)-enantiomer. This cascade reaction consisted of the absolutely enantioselective oxidation of (S)-1,3-butanediol by Candida parapsilosis QC-76 and the subsequent asym. reduction of the intermediate 4-hydroxy-2-butanone to (R)-1,3-butanediol by Pichia kudriavzevii QC-1. Results: The key reaction conditions including choice of cosubstrate, pH, temperature, and rotation speed were optimized systematically and determined as follows: adding acetone as the cosubstrate at pH 8.0, a temperature of 30°C, and rotation speed of 250 rpm for the first oxidation process; in the next reduction process, the optimal conditions were: adding glucose as the cosubstrate at pH 8.0, a temperature of 35°C, and rotation speed of 200 rpm. Conclusions: The step-by-step cascade reaction efficiently produced (R)-1,3-butanediol from the racemate by biosynthesis and shows promising application prospects.

Microbial Cell Factories published new progress about Candida parapsilosis. 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Computed Properties of 6290-03-5.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts