Tag: M.W=0-100

Maruyama, Kazuya; Kanazawa, Arihiro; Aoshima, Sadahito published the artcile< Alternating Cationic Copolymerization of Vinyl Ethers and Aryl-Substituted Cyclic Acetals: Structural Investigation of Effects of Cyclic Acetals on Copolymerizability>, Name: But-3-en-1-ol, the main research area is alternating cationic copolymerization vinyl ether aryl substituted cyclic acetal.

The effects of the structural difference of cyclic acetals were investigated in the cationic copolymerization with vinyl monomers via the concurrent vinyl-addition and ring-opening mechanisms. A series of alkyl- and aryl-substituted cyclic acetals were successfully copolymerized with 2-chloroethyl vinyl ether (CEVE) under appropriate conditions. In particular, copolymerization of an aryl-substituted 2-(4-methoxyphenyl)-1,3-dioxolane (PMPDOL) with CEVE involved exclusive crossover reactions between PMPDOL and CEVE, resulting in alternating copolymers. Copolymerization of PMPDOL and other vinyl ethers and styrene derivatives also proceeded via the frequent crossover reactions, while the copolymerization of 2-methyl-1,3-dioxolane, a methyl-substituted counterpart of PMPDOL, with vinyl monomers except for CEVE proceeded negligibly. The difference in the substituents of cyclic acetals significantly affected the electronic and steric environments around the carbocation generated in the propagation reaction, which is related to the frequency of the crossover reaction. Acid hydrolysis of alternating copolymers resulted in complete degradation and selective generation of a single compound due to the periodic incorporation of acetal structures in the main chains, which supported the well-defined structure of copolymers. The monomer reactivity ratios were also consistent with the copolymerizability difference between the aryl- and alkyl-substituted cyclic acetals. The structure-polymerizability relationship of cyclic acetals in the copolymerization was discussed based on the reaction mechanism during the propagating reaction.

Macromolecules (Washington, DC, United States) published new progress about Acetals, cyclic Role: PEP (Physical, Engineering or Chemical Process), RCT (Reactant), PROC (Process), 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

Deeprose, Mark J.; Lowe, Martin; Noble, Adam; Booker-Milburn, Kevin I.; Aggarwal, Varinder K. published the artcile< Sequential Photocatalytic Reactions for the Diastereoselective Synthesis of Cyclobutane Scaffolds>, HPLC of Formula: 627-27-0, the main research area is cyclobutane preparation regioselective diastereoselective photochem; chlorocyclobutane alkene dechlorinative functionalization photoredox catalyst; chloromaleimide alkyne photocycloaddition hydrogenation.

The synthesis of densely functionalized cyclobutanes containing all-carbon quaternary stereocenters in high regio- and diastereoselectivity remains synthetically challenging. Herein, author show that this can be achieved by using a sequential photocatalysis strategy, wherein 3-chloromaleimides undergo triplet sensitized [2 + 2] photocycloadditions with alkynes or alkenes followed by photoredox-catalyzed dechlorinative C-C bond forming reactions to install quaternary stereocenters. This allows the rapid assembly of structurally complex and sterically congested 3-azabicyclo[3.2.0]heptane scaffolds from readily available starting materials.

Organic Letters published new progress about [2+2] Photocycloaddition reaction. 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

Burns, Michael; Bi, Wenying; Kim, Hui; Lall, Manjinder S.; Li, Chao; O’Neill, Brian T. published the artcile< Ketoreductase/Transaminase, One-Pot, Multikilogram Biocatalytic Cascade Reaction>, Recommanded Product: But-3-en-1-ol, the main research area is biocatalytic cascade reaction ketoreductase transaminase.

A biocatalytic cascade to produce tert-Bu ((2R,4R)-2-methyltetrahydro-2H-pyran-4-yl)carbamate has been demonstrated at the multikilogram scale. In this reaction, a racemic ketone is resolved by reducing the undesired ketone using a ketone reductase (KRED). The reduction is stereospecific for the 2-position of substrate (2S)-ketone leaving the (2R)-ketone unreacted. After the (2S)-ketone has been depleted, a transaminase is added to catalyze the enantioselective transamination of the ketone, resulting in formation of the (2R, 4R)-amine 6. The product is recovered from the aqueous reaction after Boc protection.

Organic Process Research & Development published new progress about Biochemical reaction kinetics. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Recommanded Product: But-3-en-1-ol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wang, Diana J.; Targos, Karina; Wickens, Zachary K. published the artcile< Electrochemical Synthesis of Allylic Amines from Terminal Alkenes and Secondary Amines>, Safety of But-3-en-1-ol, the main research area is allylic amine preparation electrochem diastereoselective; secondary amine unactivated alkene coupling.

Allylic amines are valuable synthetic targets en route to diverse biol. active amine products. Current allylic C-H amination strategies remain limited with respect to the viable N-substituents. Herein, authors disclose a new electrochem. process to prepare aliphatic allylic amines by coupling two abundant starting materials: secondary amines and unactivated alkenes. This oxidative transformation proceeds via electrochem. generation of an electrophilic adduct between thianthrene and the alkene substrates. Treatment of these adducts with aliphatic amine nucleophiles and base provides allylic amine products in high yield. This synthetic strategy is also amenable to functionalization of feedstock gaseous alkenes at 1 atm. In the case of 1-butene, high Z-selective crotylation is observed This strategy, however, is not limited to the synthesis of simple building blocks; complex biol. active mols. are suitable as both alkene and amine coupling partners. Preliminary mechanistic studies implicate vinylthianthrenium salts as key reactive intermediates.

Journal of the American Chemical Society published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Safety of But-3-en-1-ol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhao, Jie; Ji, Shufang; Guo, Chenxi; Li, Haijing; Dong, Juncai; Guo, Ping; Wang, Dingsheng; Li, Yadong; Toste, F. Dean published the artcile< A heterogeneous iridium single-atom-site catalyst for highly regioselective carbenoid O-H bond insertion>, Recommanded Product: (R)-Butane-1,3-diol, the main research area is hydroxy ester preparation regioselective; alc diazo ester insertion iridium catalyst.

A strategy for selective carbenoid O-H insertion that exploits an engineered heterogeneous iridium single-atom catalyst, thus providing opportunities for organic transformations by merging material science and catalysis was reported. This catalytic protocol delivers excellent selectivities (up to 99:1) for the functionalization of aliphatic over phenolic O-H bonds R1C6H4CH(R2)C(O)OMe (R1 = H, 4-Br, 3-F, 4-Me; R2 = cyclohexyl, Bn, 2,2,2-trifluoroethyl, 1-methyl-1H-indol-3-yl, etc.), whereas the analogus homogeneous catalyst, Ir(ttp)COCl (ttp = 5,10,15,20-tetra-p-tolylporphyrinato), provided modest preferences. D.-functional-theory calculations suggest that the site-selectivity derives from the lower oxidation state of the iridium metal center in the heterogeneous catalyst and its impact on the absorption energies of the reactants. These results showcase an example of a heterogeneous single-atom catalyst providing superior site-selectivity and provide a complementary strategy to address challenges in catalysis for organic synthesis.

Nature Catalysis published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Xie, Dong-Tai; Chen, Hong-Lei; Wei, Dian; Wei, Bang-Yi; Li, Zheng-Hu; Zhang, Jian-Wu; Yu, Wei; Han, Bing published the artcile< Regioselective Fluoroalkylphosphorylation of Unactivated Alkenes by Radical-Mediated Alkoxyphosphine Rearrangement>, Reference of 627-27-0, the main research area is regioselective fluoroalkyl phosphorylation unactivated alkene radical alkoxyphosphine rearrangement; fluoroiodoalkyl phosphine oxide preparation crystal mol structure; Alkenes; Multicomponent Reactions; Radicals; Reaction Mechanisms; Regioselectivity.

A novel distal radical rearrangement of alkoxyphosphine is developed for the first time and applied to the regioselective radical fluoroalkylphosphorylation of unactivated olefins. By employing a one-pot two-step reaction of (bis)homoallylic alcs., organophosphine chlorides, and fluoroalkyl iodides under CFL (compact fluorescence light) irradiation, a series of fluoroalkylphosphorylated alkyl iodides and alcs. are easily synthesized by regiospecific installing a phosphonyl onto the inner carbon of terminal olefins and further iodination/hydroxylation. Mechanism studies reveal that the migration undergoes a distinctive radical cyclization/β-scission on the lone electron pair of phosphorus, resulting in C-P bond formation and C-O bond cleavage.

Angewandte Chemie, International Edition 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, Reference of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yin, Li-Ming; Sun, Meng-Chan; Si, Xiao-Ju; Yang, Dandan; Song, Mao-Ping; Niu, Jun-Long published the artcile< Nickel-Catalyzed anti-Markovnikov Hydrodifluoroalkylation of Unactivated Alkenes>, Product Details of C4H8O, the main research area is alkene difluoroalkyl bromide nickel catalyst regioselective anti Markovnikov hydrodifluoroalkylation; ethyldifluorooxo phenylamino alkanoate preparation.

An efficient Ni-catalyzed hydrodifluoroalkylation of unactivated alkenes with bromodifluoroacetate by using PhSiH3 as hydride source was developed. The transformation affords aliphatic difluorides with anti-Markovnikov regioselectivity. A wide range of highly remote alkenes, simple alkenes, drug mols., com. available CF2 precursors, and even nonfluorinated substrates are competent in this reaction under mild conditions, demonstrating the practicability of the strategy. Moreover, mechanistic studies indicated that the difluoroalkyl radical might be a key intermediate to this transformation.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Product Details of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Leilei; Xu, Yue; Lou, Boxuan; Qin, Xiaolan; Zhang, Lijuan; Liu, Xijian; Yuan, Haikuan; Zhang, Yan; Rohani, Sohrab; Lu, Jie published the artcile< Effect of Additives on Preferential Crystallization for the Chiral Resolution of Citrulline: Experimental, Statistical, and Molecular Dynamics Simulation Studies>, Reference of 6290-03-5, the main research area is preferential crystallization chiral resolution citrulline.

The molar fraction solubilities of L-, D-, and DL-citrulline were first determined in aqueous solutions with different concentrations of (R)-1,3-butanediol from 283.15 to 328.15 K under 101.3 kPa using the gravimetric method. Then, based on solid-state characterizations such as powder X-ray diffraction (PXRD), Fourier transform IR (FTIR) spectroscopy, thermal gravity anal. (TGA), differential scanning calorimetry (DSC), and ternary phase diagram, the nature of crystalline DL-citrulline was considered to be a racemic compound Then, the rates and parameters of primary nucleation of three species in mixtures of water and (R)-1,3-butanediol were exptl. derived through the classical nucleation theory (CNT). After that, topol. electrostatic potentials and radial distribution functions were analyzed for exploring the intermol. interactions between the mols., and the Yasuoka-Matsumoto (YM) method was employed to simulate the nucleation process. However, the calculated nucleation rates by YM were shown to be 2 orders of magnitude greater than those derived through CNT. Finally, the effect of additives on the appearance probability (P) of racemic and enantiomeric nuclei from the same DL-citrulline solutions at a supersaturation ratio of 2.63 was statistically investigated from 140 nucleation experiments It was interestingly found that there was only a minor difference between the appearance probabilities of both enantiomeric crystals among 20 batches of nucleations in the absence of additives; however, in the presence of additives, enantiomeric crystals with the same chirality as the additives were totally inhibited, which were utilized for the chiral enrichment of the studied racemic system. By coupling the addition of additives and seeds, L-citrulline or D-citrulline crystals with optical purity above 99% can be produced with a yield up to 25.4% through chiral enrichment from an initial ee of 88%.

Crystal Growth & Design published new progress about Activation energy. 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Reference of 6290-03-5.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zu, Han; Zhang, Hui; Fan, Anwen; Gu, Jie; Nie, Yao; Luo, Pengjie; Xu, Yan published the artcile< Highly efficient synthesis of (R)-1,3-butanediol via anti-Prelog reduction of 4-hydroxy-2-butanone with absolute stereoselectivity by newly isolated Pichia kudriavzevii>, Application of C4H10O2, the main research area is butanediol asym reduction hydroxybutanone stereoselectivity Pichia biosynthesis sequence.

(R)-1,3-butanediol is an important pharmaceutical intermediate, and the synthesis of (R)-1,3-butanediol using green biol. methods has recently been of interest for industrial application. Here, a novel strain QC-1 that efficiently transforms 4-hydroxy-2-butanone to (R)-1,3-butanediol was isolated from soil samples. Based on morphol., physiol., and biochem. tests and 5.8S-internal transcribed spacer sequencing, the strain was identified as Pichia kudriavzevii QC-1. The reaction conditions were optimized to 35°C, pH 8.0, rotation speed 200 rpm, and 6:5 mass ratio of glucose to 4-hydroxy-2-butanone. Evaluation of the effects of 4-hydroxy-2-butanone concentrations on yield and cell survival rate showed that 85.60 g·L-1 product accumulated, with an enantiomeric excess of more than 99%, when 30 g·L-1 4-hydroxy-2-butanone was added at 0, 10, and 30 h in a 3-L bioreactor. Thus, strain QC-1 showed excellent catalytic activity and stereoselectivity for the synthesis of (R)-1,3-butanediol from 4-hydroxy-2-butanone.

Chinese Journal of Chemical Engineering published new progress about Concentration (condition). 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Application of C4H10O2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yin, Li-Ming; Sun, Meng-Chan; Si, Xiao-Ju; Yang, Dandan; Song, Mao-Ping; Niu, Jun-Long published the artcile< Nickel-Catalyzed anti-Markovnikov Hydrodifluoroalkylation of Unactivated Alkenes>, Product Details of C4H8O, the main research area is alkene difluoroalkyl bromide nickel catalyst regioselective anti Markovnikov hydrodifluoroalkylation; ethyldifluorooxo phenylamino alkanoate preparation.

An efficient Ni-catalyzed hydrodifluoroalkylation of unactivated alkenes with bromodifluoroacetate by using PhSiH3 as hydride source was developed. The transformation affords aliphatic difluorides with anti-Markovnikov regioselectivity. A wide range of highly remote alkenes, simple alkenes, drug mols., com. available CF2 precursors, and even nonfluorinated substrates are competent in this reaction under mild conditions, demonstrating the practicability of the strategy. Moreover, mechanistic studies indicated that the difluoroalkyl radical might be a key intermediate to this transformation.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Product Details of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts