Tag: 100-200

Asymmetric Hydrogenation of Alkenyl, Cyclopropyl, and Aryl Ketones. RuCl₂(xylbinap)(1,2-diamine) as a Precatalyst Exhibiting a Wide Scope was written by Ohkuma, Takeshi;Koizumi, Masatoshi;Doucet, Henri;Pham, Trang;Kozawa, Masami;Murata, Kunihiko;Katayama, Eiji;Yokozawa, Tohru;Ikariya, Takao;Noyori, Ryoji. And the article was included in Journal of the American Chemical Society in 1998.Recommanded Product: 171032-87-4 This article mentions the following:

Binaphthylbisphosphinodiamineruthenium complexes I [R = 3,5-Me₂C₆H₃; R¹ = 4-MeOC₆H₄, Ph; R² = H, 4-MeOC₆H₄; R³ = Me₂CH, Ph or R¹R³ = (CH₂)₄] are prepared in either the all-S or all-R configuration as enantioselective and regioselective catalysts for the reduction of α,β-unsaturated ketones, cyclopropyl ketones, and arylalkyl ketones to secondary alcs. α,β-Unsaturated ketones were reduced with H₂ in Me₂CHOH in the presence of I and either K₂CO₃ or KOCMe₃ in 98-100% yield and 86-100% ee and without reduction of the conjugated double bond. Arylalkyl ketones were reduced under similar conditions in 97-100% yield and in 94-100% ee. E.g., 4-MeOC₆H₄COMe was reduced with the catalyst (S,S)-I in Me₂CHOH and in the presence of KOCMe₃ (R = 3,5-Me₂C₆H₃; R¹ = R² = 4-MeOC₆H₄; R³ = CHMe₂) to (R)-4-MeOC₆H₄CH(OH)Me in 100% yield and 100% ee. The addition of chiral diamines to Ru-BINAP catalysts gives catalysts with higher stereoselectivity and wide scope in asym. ketone reductions In the experiment, the researchers used many compounds, for example, (S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4Recommanded Product: 171032-87-4).

(S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4) 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.Recommanded Product: 171032-87-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Development and characterization of a novel multifunctional film based on wheat filter flour incorporated with carvacrol: Antibacterial, antifungal, and insecticidal potentials was written by Mossavi, Maryam Pyro-;Kashiri, Mahboobeh;Maghsoudlou, Yahya;Khomiri, Morteza;Alami, Mehran. And the article was included in Food Science and Technology International (London, United Kingdom) in 2022.HPLC of Formula: 499-75-2 This article mentions the following:

Wheat filter flour is a byproduct derived from the modern wheat milling process. In this study, the influence of plasticizer type (glycerol (G) and sorbitol (S)) and content (25, 35, and 45 g/100 g polymer) on the wheat filter flour-based film was evaluated. Regardless of plasticizer type, increasing the plasticizer content enhanced moisture content, water solubility, and water vapor permeability of film samples. The S-plasticized films presented the greatest tensile strength and the lowest EAB%. The scanning electron microscope observations confirmed the uniform structure of G-plasticized film. Moreover, antimicrobial and physico-mech. properties of G-plasticized (25%) film were evaluated at the presence of carvacrol (5 and 10 g/100 g polymer). The considerable improvement was achieved in water affinity (14.2%) and flexibility (8.6%) by incorporating 10% carvacrol in G-plasticized films. The greatest inhibitory properties of active wheat filter flour films were observed against Aspergillus niger. By increasing the carvacrol concentration in film-forming solution, the inhibitory activity against Listeria monocytogenes and Escherichia coli in the liquid food model system was increased by 90.3% and 66.95%, resp. Moreover, the active wheat filter flour-based film released a considerable insecticidal activity against Sitophilus granarius and Tribolium confusum. This work offers a novel utilization of wheat filter flour as an inexpensive blend polymer to manufacture multifunctional active film, which provides a promising approach for pest management besides enhancing the safety of products. In the experiment, the researchers used many compounds, for example, 5-Isopropyl-2-methylphenol (cas: 499-75-2HPLC of Formula: 499-75-2).

5-Isopropyl-2-methylphenol (cas: 499-75-2) 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.HPLC of Formula: 499-75-2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthesis of N-protected ¹⁴C-labelled (2E)-5-amino-5-methylhex-2-enoic acid analogues was written by Jessen, Claus U.;Selvig, Helle;Valsborg, Jacob S.. And the article was included in Journal of Labelled Compounds & Radiopharmaceuticals in 2001.SDS of cas: 42514-50-1 This article mentions the following:

(E)-RNHCMe₂CH₂CH:CHCO₂H [R = Boc, Troc, Cbz, CO₂Me] were prepared from 2,4,4-trimethyl-5,6-dihydro-4H-1,3-oxazine by hydrolysis, N-protection, oxidation to RNHCMe₂CH₂CHO, and Wittig reaction with EtO₂CCH₂P(O)(OEt)₂. (E)-RNHCMe₂CH₂CH:CH¹⁴CO₂H were obtained with EtO₂¹⁴CCH₂P(O)(OEt)₂. In the experiment, the researchers used many compounds, for example, 3-Amino-3-methylbutan-1-ol (cas: 42514-50-1SDS of cas: 42514-50-1).

3-Amino-3-methylbutan-1-ol (cas: 42514-50-1) 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. 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.SDS of cas: 42514-50-1

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Solubility and freezing point depression (FPD) measurements of Na-1-ethanethiolate, Na-1-propanethiolate, Na-2-propanethiolate, Na-1-butanethiolate, and Na-2-methyl-2-propanethiolate salts in pure water was written by Omar, Qazi Mohammed;Haroon, Salman;Jaubert, Jean-Noel;Awan, Javeed A.. And the article was included in Chemical Engineering Communications in 2017.SDS of cas: 29364-29-2 This article mentions the following:

In this work, we have measured the solubility and the f.p. depression of Na-1-ethanethiolate, Na-1-propanethiolate, Na-2-propanethiolate, Na-1-butanethiolate, and Na-2-methyl-2-propanethiolate salts in pure water within the concentration range of 0-49 wt/% at 1 atm. The f.p. curves and solubility curves of five mercaptide salts were measured at various concentrations of mercaptide salts and further used to find eutectic points. In the experiment, the researchers used many compounds, for example, Sodium 2-methyl-2-propanethiolate (cas: 29364-29-2SDS of cas: 29364-29-2).

Sodium 2-methyl-2-propanethiolate (cas: 29364-29-2) 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. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.SDS of cas: 29364-29-2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Exploration of 3-Aminoazetidines as Triple Reuptake Inhibitors by Bioisosteric Modification of 3-α-Oxyazetidine was written by Han, Minsoo;Song, Chiman;Jeong, Nakcheol;Hahn, Hoh-Gyu. And the article was included in ACS Medicinal Chemistry Letters in 2014.Application In Synthesis of 1-Boc-Azetidine-3-yl-methanol This article mentions the following:

For a development of broad spectrum antidepressant 3-aminoazetidine derivatives, two series of compounds were explored by bioisosteric modification of 3-α-oxyazetidine. We synthesized 166 novel 3-aminoazetidine derivatives in series A and B, starting from Boc-protected 3-azetidinone (3) and Boc-protected 3-azetidinal (9) resp., through parallel syntheses. The inhibitory reuptake activities against serotonin (5-HT), norepinephrine (NE), and dopamine (DA) neurotransmitters were measured by the Neurotransmitter Transporter Uptake Assay Kit using the human embryonic kidney 293 (HEK293) cells stably transfected with the resp. three kinds of human transporters (hSERT, hNET, and hDAT). Our study aimed to identify compounds having relative inhibitory activities against hSERT > hNET > hDAT. Lead optimization including microsomal stability, CYP, hERG assay, Ames test, BBB, and PK study resulted in the identification of compound 10dL as a candidate for further studies. In the experiment, the researchers used many compounds, for example, 1-Boc-Azetidine-3-yl-methanol (cas: 142253-56-3Application In Synthesis of 1-Boc-Azetidine-3-yl-methanol).

1-Boc-Azetidine-3-yl-methanol (cas: 142253-56-3) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. 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.Application In Synthesis of 1-Boc-Azetidine-3-yl-methanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Isomerization as a route to rare ketoses: the beneficial effect of microwave irradiation on Mo(VI)-catalyzed stereospecific rearrangement was written by Hricoviniova, Zuzana. And the article was included in Tetrahedron: Asymmetry in 2008.Electric Literature of C6H14O6 This article mentions the following:

Mo(VI)-catalyzed isomerization of easily accessible 2-C-(hydroxymethyl)-branched aldoses to rare ketoses was achieved in 3 min using microwave flash heating. This contribution highlights the remarkable advantages of Mo(VI) catalysis and the beneficial effects of microwave irradiation in carbohydrate synthesis. The transformation yielded the resp. ketoses in good yields (46-86%). Furthermore, the potential of the Mo(VI)-catalyzed transformation was studied using a new branched 6-deoxy-aldose to prepare 7-deoxy–gluco-heptulose. The method is fast and useful for the preparation of rare ketoses under microwave conditions. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal hydrate (cas: 10030-85-0Electric Literature of C6H14O6).

(2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal hydrate (cas: 10030-85-0) 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. 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.Electric Literature of C6H14O6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthesis of chiral sulfinate esters by asymmetric condensation was written by Zhang, Xin;Ang, Esther Cai Xia;Yang, Ziqi;Kee, Choon Wee;Tan, Choon-Hong. And the article was included in Nature (London, United Kingdom) in 2022.Application In Synthesis of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol This article mentions the following:

Here a straightforward access to enantioenriched sulfinate esters via asym. condensation of prochiral sulfinates and alcs. using pentanidium as an organocatalyst was reported. This study successfully coupled a wide range of sulfinates and bioactive alcs. stereoselectively. The initial sulfinates was prepared from existing sulfone and sulfonamide drugs and the resulting sulfinate esters were versatile for transformations to diverse chiral sulfur pharmacophores. Through late-stage diversification 11,12 of celecoxib and other drug derivatives, was demonstrate the viability of this unified approach towards sulfur stereogenic centers. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5Application In Synthesis of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol).

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) 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. 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 (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Encapsulation of Zanthoxylum bungeanum essential oil to enhance flavor stability and inhibit lipid oxidation of C hinese-style sausage was written by Meng, Fan-Bing;Lei, Yu-Ting;Zhang, Qian;Li, Yun-Cheng;Chen, Wei-Jun;Liu, Da-Yu. And the article was included in Journal of the Science of Food and Agriculture in 2022.Synthetic Route of C8H16O This article mentions the following:

Zanthoxylum bungeanum essential oil (ZBEO) is a popular seasoning, commonly used in the food industry. It contains many easily degraded and highly volatile bioactive substances. Control of the stability of the bioactive substances in ZBEO is therefore very important in the food industry. In this study, microencapsulation was applied to improve ZBEO stability. The key parameters for microcapsule preparation were optimized by the Box-Behnken design method, and the optimum conditions were as follows: ratio of core to wall, 1:8; ratio of hydroxypropyl-α-cyclodextrin (HPCD) to soy protein isolate (SPI), 4; total solids content, 12%; and homogenization speed, 12 000 rpm. Antioxidant experiments have indicated that tea polyphenols (TPPs) effectively inhibited hydroxy-α-sanshool degradation in ZBEO microcapsules. Application of ZBEO microcapsules in Chinese-style sausage effectively inhibited lipid oxidation in sausages and protected hydroxy-α-sanshool and typical volatiles from volatilization and degradation during sausage storage. The results suggested that ZBEO microencapsulation is an effective strategy for improving the stability of its bioactive components and flavor ingredients during food processing. 2022 Society of Chem. Industry. In the experiment, the researchers used many compounds, for example, Oct-1-en-3-ol (cas: 3391-86-4Synthetic Route of C8H16O).

Oct-1-en-3-ol (cas: 3391-86-4) 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. 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.Synthetic Route of C8H16O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Chiral Frustrated Lewis Pairs Catalyzed Highly Enantioselective Hydrosilylations of Ketones was written by Liu, Xiaoqin;Wang, Qiaotian;Han, Caifang;Feng, Xiangqing;Du, Haifeng. And the article was included in Chinese Journal of Chemistry in 2019.SDS of cas: 120121-01-9 This article mentions the following:

A highly enantioselective Piers-type hydrosilylation of simple ketones was successfully achieved using a chiral frustrated Lewis pair of tri-tert-butylphosphine and chiral diene-derived borane as catalyst. A wide range of optically active secondary alcs. were furnished in 80%-99% yields with 81%-97% ee’s under mild reaction conditions. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9SDS of cas: 120121-01-9).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.SDS of cas: 120121-01-9

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

α-Amino Radical Halogen Atom Transfer Agents for Metallaphotoredox-Catalyzed Cross-Electrophile Couplings of Distinct Organic Halides was written by Tian, Xianhai;Kaur, Jaspreet;Yakubov, Shahboz;Barham, Joshua P.. And the article was included in ChemSusChem in 2022.Safety of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol This article mentions the following:

α-Amino radicals from simple tertiary amines were employed as halogen atom transfer (XAT) agents in metallaphotoredox catalysis for cross-electrophile couplings of organic bromides with organic iodides. This XAT strategy proved to be efficient for the generation of carbon radicals from a range of partners (alkyl, aryl, alkenyl, and alkynyl iodides). The reactivities of these radical intermediates were captured by nickel catalysis with organobromides including aryl, heteroaryl, alkenyl, and alkyl bromides, enabling six diverse C-C bond formations. Classic named reactions including Negishi, Suzuki, Heck, and Sonogashira reactions were readily achieved in a net-reductive fashion under mild conditions. More importantly, the cross coupling was viable with either organic bromide or iodide as limiting reactant based on the availability of substrates, which is beneficial to the late-stage functionalization of complex mols. The scalability of this method in batch and flow was investigated, further demonstrating its applicability. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5Safety of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol).

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) 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.Safety of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts