Tag: 100-200

The author of 《Asymmetric synthesis of functionalized phenylalanine derivatives via Rh-catalyzed conjugate addition and enantioselective protonation cascade》 were Jian, Jia-Hong; Zeng, Hao-Wei; Kuo, Ting-Shen; Wu, Ping-Yu; Wu, Hsyueh-Liang. And the article was published in Organic Letters in 2019. Quality Control of 3-Methoxyphenylboronic acid The author mentioned the following in the article:

The asym. conjugate addition of arylboronic acids to N-phthalimidodehydroalanine 1i catalyzed by Rh(I)/L1a enables the facile preparation of chiral functionalized phenylalanines. The reaction proceeds by a conjugate addition and enantioselective protonation cascade, affording a rhodium enolate that undergoes re-face protonation. The reaction tolerates various arylboronic acids and can be used in the gram-scale synthesis of (S)-phenylalanine hydrochloride, demonstrating the reaction scope and the synthetic feasibility of the process. In the experiment, the researchers used many compounds, for example, 3-Methoxyphenylboronic acid(cas: 10365-98-7Quality Control of 3-Methoxyphenylboronic acid)

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Quality Control of 3-Methoxyphenylboronic acid

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Ao, Mingtao; Zhang, Jianyu; Qian, Yuqing; Li, Boqun; Wang, Xiumei; Chen, Jun; Zhang, Yuxiang; Cao, Yin; Qiu, Yingkun; Xu, Yang; Wu, Zhen; Fang, Meijuan published an article in 2022. The article was titled 《Design and synthesis of adamantyl-substituted flavonoid derivatives as anti-inflammatory Nur77 modulators: Compound B7 targets Nur77 and improves LPS-induced inflammation in vitro and in vivo》, and you may find the article in Bioorganic Chemistry.Synthetic Route of C5H13NO2 The information in the text is summarized as follows:

In continuing our study on discovering new Nur77-targeting anti-inflammatory agents with natural skeletons, we combined adamantyl group and hydroxamic acid moiety with flavonoid nucleus, synthesized three series of flavonoid derivatives with a similar structure like CD437, and evaluated their activities against LPS-induced inflammation. Compound B7 was found to be an excellent Nur77 binder (Kd = 3.55 x 10-7 M) and a potent inhibitor of inflammation, which significantly decreased the production of cytokines in vitro, such as NO, IL-6, IL-1β, and TNF-α, at concentrations of 1.25, 2.5, and 5 μM. Mechanistically, B7 modulated the colocalization of Nur77 at mitochondria and inhibited the lipopolysaccharides (LPS)-induced inflammation via the blockade of NF-κB activation in a Nur77-dependent manner. Addnl., B7 showed in vivo anti-inflammatory activity in the LPS-induced mice model of acute lung injury (ALI). These data suggest that the Nur77-targeting flavonoid derivatives can be particularly useful for further pharmaceutical development for the treatment of inflammatory diseases such as ALI. In the experiment, the researchers used many compounds, for example, N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Synthetic Route of C5H13NO2)

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Synthetic Route of C5H13NO2

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Trofimova, Alina; Holownia, Aleksandra; Tien, Chieh-Hung; Sirvinskas, Martynas J.; Yudin, Andrei K. published an article in 2021. The article was titled 《Acylboronates in Polarity-Reversed Generation of Acyl Palladium(II) Intermediates》, and you may find the article in Organic Letters.Name: 1-Bromo-3-methoxybenzene The information in the text is summarized as follows:

A catalytic cross-coupling process between aryl(pseudo)halides and boron-based acyl anion equivalent was reported for the synthesis of ketones RCOR1 [R = Me, cyclohexyl, Ph, etc.; R1 = Ph, 4-MeC6H4, 2-naphthyl, etc.]. This mode of acylboronate reactivity represents polarity reversal, which was supported by the observation of tetracoordinated boronate and acyl palladium(II) species by 11B, 31P NMR, and mass spectrometry. A broad scope of aliphatic and aromatic acylboronates was examined, as well as a variety of aryl(pseudo)halides. In the part of experimental materials, we found many familiar compounds, such as 1-Bromo-3-methoxybenzene(cas: 2398-37-0Name: 1-Bromo-3-methoxybenzene)

1-Bromo-3-methoxybenzene(cas: 2398-37-0) can be used in chemical reaction as intermediates to obtain target materials such as dyes, pharmaceuticals, perfumes, photoinitiators and agrochemicals.Name: 1-Bromo-3-methoxybenzene

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Ether – Wikipedia,
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Yang, Kai; Zhang, Feng; Fang, Tongchang; Li, Chaokun; Li, Wangyang; Song, Qiuling published an article in 2021. The article was titled 《Passerini-type reaction of boronic acids enables α-hydroxyketones synthesis》, and you may find the article in Nature Communications.Quality Control of 2-(Benzyloxy)acetaldehyde The information in the text is summarized as follows:

Multicomponent reactions (MCRs) facilitate the rapid and diverse construction of mol. scaffolds with modularity and step economy. In this work, engagement of boronic acids as carbon nucleophiles culminates in a Passerini-type three-component coupling reaction towards the synthesis of an expanded inventory of α-hydroxyketones with skeletal diversity. In addition to the appealing features of MCRs, this protocol portrays good functional group tolerance, broad substrate scope under mild conditions and operational simplicity. The utility of this chem. is further demonstrated by amenable modifications of bioactive products and pharmaceuticals as well as in the functionalization of products to useful compounds In addition to this study using 2-(Benzyloxy)acetaldehyde, there are many other studies that have used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Quality Control of 2-(Benzyloxy)acetaldehyde) was used in this study.

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Quality Control of 2-(Benzyloxy)acetaldehyde

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Moreno, Carlos J.; Hernandez, Karel; Charnok, Simon J.; Gittings, Samantha; Bolte, Michael; Joglar, Jesus; Bujons, Jordi; Parella, Teodor; Clapes, Pere published their research in ACS Catalysis in 2021. The article was titled 《Synthesis of γ-Hydroxy-α-amino Acid Derivatives by Enzymatic Tandem Aldol Addition-Transamination Reactions》.Product Details of 60656-87-3 The article contains the following contents:

Three enzymic routes toward γ-hydroxy-α-amino acids by tandem aldol addition-transamination one-pot two-step reactions are reported. The approaches feature an enantioselective aldol addition of pyruvate to various nonaromatic aldehydes catalyzed by trans-o-hydroxybenzylidene pyruvate hydratase-aldolase (HBPA) from Pseudomonas putida. This affords chiral 4-hydroxy-2-oxo acids, which were subsequently enantioselectively aminated using S-selective transaminases. Three transamination processes were investigated involving different amine donors and transaminases: (i) L-Ala as an amine donor with pyruvate recycling, (ii) a benzylamine donor using benzaldehyde lyase from Pseudomonas fluorescens Biovar I (BAL) to transform the benzaldehyde formed into benzoin, minimizing equilibrium limitations, and (iii) L-Glu as an amine donor with a double cascade comprising branched-chain α-amino acid aminotransferase (BCAT) and aspartate amino transferase (AspAT), both from E. coli, using L-Asp as a substrate to regenerate L-Glu. The γ-hydroxy-α-amino acids thus obtained were transformed into chiral α-amino-γ-butyrolactones, structural motifs found in many biol. active compounds and valuable intermediates for the synthesis of pharmaceutical agents. In the experimental materials used by the author, we found 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Product Details of 60656-87-3)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Product Details of 60656-87-3

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《Pd@COF-QA: A phase transfer composite catalyst for aqueous Suzuki-Miyaura coupling reaction》 was written by Wang, Jian-Cheng; Liu, Cong-Xue; Kan, Xuan; Wu, Xiao-Wei; Kan, Jing-Lan; Dong, Yu-Bin. Recommanded Product: 1-Bromo-3-methoxybenzene And the article was included in Green Chemistry in 2020. The article conveys some information:

A Pd NP-loaded and paraffin-chain quaternary ammonium salt-decorated covalent organic framework, Pd@COF-QA, was synthesized and characterized using various spectral techniques. The obtained Pd@COF-QA catalyst was found to be a highly active phase transfer catalyst for aqueous Suzuki-Miyaura coupling reaction of aryl halides and phenylboronic acids to give the corresponding biaryls under mild reaction conditions. In addition to this study using 1-Bromo-3-methoxybenzene, there are many other studies that have used 1-Bromo-3-methoxybenzene(cas: 2398-37-0Recommanded Product: 1-Bromo-3-methoxybenzene) was used in this study.

1-Bromo-3-methoxybenzene(cas: 2398-37-0) can be used in chemical reaction as intermediates to obtain target materials such as dyes, pharmaceuticals, perfumes, photoinitiators and agrochemicals.Recommanded Product: 1-Bromo-3-methoxybenzene

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《2-Hydroxy-4-methoxybenzaldehyde from Hemidesmus indicus is antagonistic to Staphylococcus epidermidis biofilm formation》 was written by Kannappan, Arunachalam; Durgadevi, Ravindran; Srinivasan, Ramanathan; Lagoa, Ricardo Jose Lucas; Packiavathy, Issac Abraham Sybiya Vasantha; Pandian, Shunmugiah Karutha; Veera Ravi, Arumugam. Category: ethers-buliding-blocks And the article was included in Biofouling in 2020. The article conveys some information:

Staphylococcus epidermidis (SE) is an opportunistic nosocomial pathogen that accounts for recalcitrant device-related infections worldwide. Owing to the growing interest in plants and their secondary metabolites targeting bacterial adhesion, this study was intended to uncover the anti-biofilm potential of Hemidesmus indicus and its major constituent 2-hydroxy-4-methoxybenzaldehyde (HMB) against SE. The min. biofilm inhibitory concentration (MBIC) of H. indicus root extract and HMB were found to be 500 and 250μg ml-1, resp. The results of time-dependent biofilm inhibition and mature biofilm disruption assays confirmed that HMB targets initial cell adhesion. Furthermore, interference by HMB in the expression of adhesin genes (icaA, aap and bhp) and biofilm components was associated with an increased susceptibility of SE to oxidative stress and antibiotics. To conclude, this study reports for the first time HMB as a potential drug against SE biofilms. In the experimental materials used by the author, we found 2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3Category: ethers-buliding-blocks)

2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3) is the main component of root bark essential oil of Periploca sepium Bunge. It is a potential tyrosinase inhibitor present in African medicinal plants. 2-Hydroxy-4-methoxybenzaldehyde was used in the synthesis of Schiff base ligand.Category: ethers-buliding-blocks

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Ether – Wikipedia,
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《Decarbonylative Suzuki-Miyaura Cross-Coupling of Aroyl Chlorides》 was published in Organic Letters in 2020. These research results belong to Zhou, Tongliang; Xie, Pei-Pei; Ji, Chong-Lei; Hong, Xin; Szostak, Michal. Name: 3-Methoxyphenylboronic acid The article mentions the following:

Herein, we report a catalyst system for Pd-catalyzed decarbonylative Suzuki-Miyaura cross-coupling of aroyl chlorides with boronic acids to furnish biaryls. This strategy is suitable for a broad range of common aroyl chlorides and boronic acids. The synthetic utility is highlighted in the direct late-stage functionalization of pharmaceuticals and natural products capitalizing on the presence of carboxylic acid moiety. Extensive mechanistic and DFT studies provide key insight into the reaction mechanism and high decarbonylative cross-coupling selectivity. In the experiment, the researchers used 3-Methoxyphenylboronic acid(cas: 10365-98-7Name: 3-Methoxyphenylboronic acid)

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Name: 3-Methoxyphenylboronic acid

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Ether – Wikipedia,
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《Facile One-pot Synthesis of Arylsulfonyl-4H-pyrans Catalyzed by Ru Loaded Fluorapatite》 was published in ChemistrySelect in 2020. These research results belong to Maddila, Surya N.; Maddila, Suresh; Kerru, Nagaraju; Bhaskaruni, Sandeep V. H. S.; Jonnalagadda, Sreekantha B.. Name: 2-Methoxybenzaldehyde The article mentions the following:

A novel ecofriendly cascade reaction for the synthesis of arylsulfonyl-4H-pyran derivatives by a three component fusion reaction of chosen aldehyde, dimedone and phenylsulfonyl acetonitrile at room temperature using ruthenia doped fluorapatite (RuO2/FAp) as recyclable catalyst is reported. Different percentages of RuO2/FAp materials were prepared and characterized by FT-IR, P-XRD, BET, SEM-EDX and TEM anal. Attractive features of the synthetic approach are operational simplicity, cost-effectiveness, short reaction time and excellent yields. Easily recoverable and reusable catalyst material without any deceptive loss of catalytic activity up to seven cycles is addnl. benefit. In the experiment, the researchers used 2-Methoxybenzaldehyde(cas: 135-02-4Name: 2-Methoxybenzaldehyde)

2-Methoxybenzaldehyde(cas: 135-02-4) is used as a flavor agent in foods including nonalcoholic/alcoholic beverages, baked goods, chewing gum, confections, frozen dairy, fruit ices, hard/soft candy, instant coffee, tea, Jams, jellies, and milk products. It also has been used to obtain good enantioselectivities using Cu(OAc)(2)-bis(oxazolines) via hydrogen bonding in asymmetric Henry reaction.Name: 2-Methoxybenzaldehyde

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The author of 《Aerobic Homocoupling of Arylboronic Acids Catalyzed by Regenerable Pd(II)@MIL-88B-NH2(Cr)》 were Valiente, Alejandro; Carrasco, Sergio; Sanz-Marco, Amparo; Tai, Cheuk-Wai; Bermejo Gomez, Antonio; Martin-Matute, Belen. And the article was published in ChemCatChem in 2019. Category: ethers-buliding-blocks The author mentioned the following in the article:

A fast and operationally simple method for the aerobic homocoupling of arylboronic acids was described. The process was catalyzed by Pd(II) complexes supported on the metal-organic framework MIL-88B-NH2(Cr). The benefits of this approach include the use of a benign oxidant/solvent mixture at room temperature with catalytic amounts of base, easy recovery of the catalyst, and easy isolation of the products. Very high conversions and good yields were achieved for a variety of substrates, and the process was also carried out on a larger scale with the same efficiency. The catalyst was found to suffer deactivation due to progressive reduction and agglomeration of palladium into inactive metal clusters/particles. An innovative procedure for the oxidative redispersion and regeneration of the active Pd(II)@MOF species was presented.3-Methoxyphenylboronic acid(cas: 10365-98-7Category: ethers-buliding-blocks) was used in this study.

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem