Month: November 2022

Chiral Counteranion-Directed Catalytic Asymmetric Methylene Migration Reaction of Ene-Aldimines was written by Momiyama, Norie;Jongwohan, Chanantida;Ohtsuka, Naoya;Chaibuth, Pawittra;Fujinami, Takeshi;Adachi, Kiyohiro;Suzuki, Toshiyasu. And the article was included in Journal of Organic Chemistry in 2022.Recommanded Product: (R)-[1,3′:1′,1”:3”,1”’-Quaternaphthalene]-2′,2”-diol The following contents are mentioned in the article:

A catalytic asym. methylene migration reaction of ene-aldimines directed by chiral counteranions was developed, with the optimal catalyst identified as phenanthryl-substituted (R)-BINOL phosphate. Control experiments and d. functional theory computations reveal the importance of the 2-hydroxy group of the ene-aldimine and attractive (e.g., OH···O, CH···O, CH···π, and π#183;··π) interactions for high enantioselectivity (up to 74% ee). The results contribute to the design of asym. catalysis for the rearrangement of highly reactive iminium intermediates. This study involved multiple reactions and reactants, such as (R)-[1,3′:1′,1”:3”,1”’-Quaternaphthalene]-2′,2”-diol (cas: 851615-07-1Recommanded Product: (R)-[1,3′:1′,1”:3”,1”’-Quaternaphthalene]-2′,2”-diol).

(R)-[1,3′:1′,1”:3”,1”’-Quaternaphthalene]-2′,2”-diol (cas: 851615-07-1) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Recommanded Product: (R)-[1,3′:1′,1”:3”,1”’-Quaternaphthalene]-2′,2”-diol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Enantioselective Palladium-Catalyzed [3C + 2C] and [4C + 3C] Intramolecular Cycloadditions of Alkylidenecyclopropanes was written by Verdugo, Felipe;Villarino, Lara;Duran, Juan;Gulias, Moises;Mascarenas, Jose L.;Lopez, Fernando. And the article was included in ACS Catalysis in 2018.Product Details of 851615-07-1 The following contents are mentioned in the article:

We report a highly enantioselective [3C + 2C] intramol. cycloaddition of alkylidenecyclopropanes (ACPs) and alkenes. The best results are obtained by using sterically demanding chiral phosphoramidite ligands derived from Vapol. Moreover, we also show that related, but less bulky, phosphoramidites can also lead to very effective [4C + 3C] cycloadditions when dienes, instead of alkenes, are used as reacting partners. The reactions provide a practical, simple, and selective access to optically active, synthetically appealing 5,5- and 5,7-bicyclic systems. This study involved multiple reactions and reactants, such as (R)-[1,3′:1′,1”:3”,1”’-Quaternaphthalene]-2′,2”-diol (cas: 851615-07-1Product Details of 851615-07-1).

(R)-[1,3′:1′,1”:3”,1”’-Quaternaphthalene]-2′,2”-diol (cas: 851615-07-1) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Product Details of 851615-07-1

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Stilbene dimer xylosides and flavanols from the roots of Lysidice rhodostegia and their antioxidant activities was written by Zhang, Sheng-Yuan;Wu, Zhong-Nan;Li, Ying-Ying;Tang, Qing;Zhan, Zhao-Chun;Wang, Wen-Zhi;Li, Yao-Lan;Wang, Guo-Cai;Zhang, Yu-Bo. And the article was included in Fitoterapia in 2021.Category: alcohols-buliding-blocks The following contents are mentioned in the article:

Eight new stilbene dimer xylosides (1-8) and one new flavanol (9), along with seven known ones (10-16) were isolated from the roots of Lysidice rhodostegia. Their structures were elucidated by extensive anal. of spectroscopic data (IR, UV, HR-ESI-MS, 1D and 2D NMR), ECD calculations and acid hydrolysis. Compounds 1-16 were evaluated for their antioxidant activities using DPPH radical-scavenging assay. Especially, compounds 9 and 10 exhibited stronger antioxidant effects than the pos. control (vitamin E), with IC50 values of 9.57 ± 1.30 and 13.60 ± 1.47 μM, resp. This study involved multiple reactions and reactants, such as (2S,3R,4S,5S,6R)-2-(3-Hydroxy-5-((E)-4-hydroxystyryl)phenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 27208-80-6Category: alcohols-buliding-blocks).

(2S,3R,4S,5S,6R)-2-(3-Hydroxy-5-((E)-4-hydroxystyryl)phenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 27208-80-6) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

2-Substituted 1,3-propanediols as extractants of boric acid was written by Bernane, A.;Svarcs, E.;Timoteus, H.;Hansens, T.. And the article was included in Latvijas PSR Zinatnu Akademijas Vestis, Kimijas Serija in 1987.Product Details of 115-84-4 The following contents are mentioned in the article:

The distribution of H₃BO₃ in the organic and aqueous phases in extraction by diisobutyl-1,3-propanediol, 2-octyl-1,3-propanediol, 2-ethyl-2-butyl-1,3-propanediol, and 1-(3-bromophenyl)-2,2-dimethyl-1,3-propanediol was studied. The effects of diluents (HCCl₃, PhMe, acetophenone, isoamyl alc., C₂Cl₄, decyl alc.) and salting out agents (NaCl, KCl, MgSO₄, MgCl₂) in H₃BO₃ extraction were determined The extraction effectiveness of the substituted propanediols was closely similar. This study involved multiple reactions and reactants, such as 2-Butyl-2-ethylpropane-1,3-diol (cas: 115-84-4Product Details of 115-84-4).

2-Butyl-2-ethylpropane-1,3-diol (cas: 115-84-4) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Product Details of 115-84-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Anticonvulsant activity of carbamate esters of certain 2,2-disubstituted 1,3-propanediols was written by Berger, F. M.. And the article was included in Journal of Pharmacology and Experimental Therapeutics in 1952.Reference of 115-84-4 The following contents are mentioned in the article:

cf. C.A. 45, 265a; 46, 1651d. The intensity and duration of the anticonvulsant action against electroshock seizures in mice were determined for the 2,2-disubstituted dimethyl, methylethyl, methylisopropyl, diethyl, ethylbutyl, ethylphenyl, dipropyl, and diphenyl derivatives of 1,3-propanediol. The diols and their monocarbamates were short-acting and weak. The dicarbamates showed a longer and stronger anticonvulsant action. The cyclic carbonate esters, which may also be called 5,5-disubstituted 1,3-dioxan-2-one derivatives, showed a weak and transient anticonvulsant action. This study involved multiple reactions and reactants, such as 2-Butyl-2-ethylpropane-1,3-diol (cas: 115-84-4Reference of 115-84-4).

2-Butyl-2-ethylpropane-1,3-diol (cas: 115-84-4) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.Reference of 115-84-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Asymmetric Magnesium-Catalyzed Hydroboration by Metal-Ligand Cooperative Catalysis was written by Falconnet, Alban;Magre, Marc;Maity, Bholanath;Cavallo, Luigi;Rueping, Magnus. And the article was included in Angewandte Chemie, International Edition in 2019.Electric Literature of C40H26O2 The following contents are mentioned in the article:

Asym. catalysis with readily available, cheap, and nontoxic alk. earth metal catalysts represents a sustainable alternative to conventional synthesis methodologies. In this context, the authors describe the development of a 1st Mg(II)-catalyzed enantioselective hydroboration providing the products with excellent yields and enantioselectivities. NMR spectroscopy studies and DFT calculations provide insights into the reaction mechanism and the origin of the enantioselectivity which can be explained by a metal-ligand cooperative catalysis pathway involving a noninnocent ligand. This study involved multiple reactions and reactants, such as (R)-[1,3′:1′,1”:3”,1”’-Quaternaphthalene]-2′,2”-diol (cas: 851615-07-1Electric Literature of C40H26O2).

(R)-[1,3′:1′,1”:3”,1”’-Quaternaphthalene]-2′,2”-diol (cas: 851615-07-1) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Electric Literature of C40H26O2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

γ-Alkylation of Alcohols Enabled by Visible-Light Induced 1,6-Hydrogen Atom Transfer was written by Shu, Wei;Zhang, Hui;Huang, Yan. And the article was included in Organic Letters in 2019.HPLC of Formula: 106-21-8 The following contents are mentioned in the article:

Site-selective remote alkylation of alc. is attractive but challenging in organic synthesis. Herein, we report a novel visible-light mediated γ-alkylation of alc. derivatives via the formation of C_sp3-C_sp3 bond through C_sp3-H bond functionalization under mild conditions. The use of sulfamate esters enables the directed, otherwise rare 1,6-HAT to generate γ-selective C-centered radical, which is complementary to δ-selective 1,5-HAT of alcs. This redox-neutral protocol provides a general and operationally simple method to access γ-alkylated alcs. This study involved multiple reactions and reactants, such as 3,7-Dimethyloctan-1-ol (cas: 106-21-8HPLC of Formula: 106-21-8).

3,7-Dimethyloctan-1-ol (cas: 106-21-8) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.HPLC of Formula: 106-21-8

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Regioselective synthesis of the 4,5-dialkoxy-2-nitroanilines bearing two different alkoxy substituents was written by Grolik, Jaroslaw;Reka, Pawel;Gorczyca, Magdalena;Stadnicka, Katarzyna. And the article was included in Tetrahedron Letters in 2022.HPLC of Formula: 106-21-8 The following contents are mentioned in the article:

This article reported the regioselective and chemoselective synthesis of 4,5-dialkoxy-2-nitroanilines I [R¹ = Me, Et, i-Bu, etc.; R² = Me, i-Pr, n-Bu, etc.] substituted with two alkoxys at C-4 and C-5. Here the optimization protocol of the transetherification reaction used to synthesize 20 new compounds with good to excellent yields (50-92%) was showed. A simple and efficient one-step procedure was described that could be applied to obtain a significant number of pharmacol. active compounds, including antimalarial drug Primaquine analogs. This study involved multiple reactions and reactants, such as 3,7-Dimethyloctan-1-ol (cas: 106-21-8HPLC of Formula: 106-21-8).

3,7-Dimethyloctan-1-ol (cas: 106-21-8) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.HPLC of Formula: 106-21-8

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sulfonium ion-promoted traceless Schmidt reaction of alkyl azides was written by Ardiansah, Bayu;Tanimoto, Hiroki;Tomohiro, Takenori;Morimoto, Tsumoru;Kakiuchi, Kiyomi. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2021.Category: alcohols-buliding-blocks The following contents are mentioned in the article:

Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides such as 3-phenylpropyl azide, (3-azidopentyl)benzene, 1,12-diazidooctadecane, 7-azido-3,7-dimethyloctan-1-ol, etc. were converted to the corresponding carbonyl compounds such as 2-phenylpropanal, 1-phenylpentan-2-one, 12-oxooctadecanal, 1-phenylpropan-2-one, N-benzylpropan-2-amine, etc. and 2-phenylimino-indan-1,3-dione without any trace of the activators. This bond scission reaction through 1,2-migration of C-H and C-C bonds was accessible to the one-pot substitution reaction. This study involved multiple reactions and reactants, such as 3,7-Dimethyloctan-1-ol (cas: 106-21-8Category: alcohols-buliding-blocks).

3,7-Dimethyloctan-1-ol (cas: 106-21-8) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A pyridoxal-based chemosensor for visual detection of copper ion and its application in bioimaging was written by Yin, Cai-Xia;Qu, Li-Jun;Huo, Fang-Jun. And the article was included in Chinese Chemical Letters in 2014.Application In Synthesis of 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride The following contents are mentioned in the article:

A pyridoxal-based chemosensor (I) was synthesized by reacting hydrazine hydrate and pyridoxal hydrochloride in ethanol and characterized by NMR and ESI-MS. The optical properties of the compound were studied in a methanol: HEPES solution The compound displayed selectivity for Cu²⁺, as evidenced by a colorless to yellow color change, which was characterized using UV-visible spectroscopy. The fluorescence of the compound can be quenched only by Cu²⁺, accompanying by a color change from blue to colorless. Furthermore, it can be used in bioimaging. This study involved multiple reactions and reactants, such as 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride (cas: 65-22-5Application In Synthesis of 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride).

3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride (cas: 65-22-5) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Application In Synthesis of 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts