Category: 120121-01-9

Control of enantioselectivity in the enzymatic reduction of halogenated acetophenone analogs by substituent positions and sizes was written by Koesoema, Afifa Ayu;Standley, Daron M.;Ohshima, Shusuke;Tamura, Mayumi;Matsuda, Tomoko. And the article was included in Tetrahedron Letters in 2020.Related Products of 120121-01-9 This article mentions the following:

We utilized acetophenone reductase from Geotrichum candidum NBRC 4597 (GcAPRD), wild type and Trp288Ala mutant, to reduce halogenated acetophenone analogs to their corresponding (S)- and (R)-alcs. beneficial as pharmaceutical intermediates. Reduction by wild type resulted in excellent (S)-enantioselectivity for all of the substrates tested. Meanwhile, reduction by Trp288Ala resulted in high (R)-enantioselectivity for the reduction of 4′ substituted acetophenone and 2′-trifluoromethylacetophenone. In addition to that, we were able to control the enantioselectivity of Trp288Ala by the positions and sizes of the halogen substituents. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Related Products of 120121-01-9).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) 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. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Related Products of 120121-01-9

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Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Stereoselective ketone reduction by a carbonyl reductase from Sporobolomyces salmonicolor. Substrate specificity, enantioselectivity and enzyme-substrate docking studies was written by Zhu, Dunming;Yang, Yan;Buynak, John D.;Hua, Ling. And the article was included in Organic & Biomolecular Chemistry in 2006.Computed Properties of C8H9ClO This article mentions the following:

In our effort to search for effective carbonyl reductases, the activity and enantioselectivity of a carbonyl reductase from Sporobolomyces salmonicolor have been evaluated toward the reduction of a variety of ketones. This carbonyl reductase (SSCR) reduces a broad spectrum of ketones including aliphatic and aromatic ketones, as well as α- and β-ketoesters. Among these substrates, SSCR shows highest activity for the reduction of α-ketoesters. Aromatic α-ketoesters are reduced to (S)-α-hydroxy esters, while (R)-enantiomers are obtained from the reduction of aliphatic counterparts. This interesting observation is consistent with enzyme-substrate docking studies, which show that hydride transfer occurs at the different faces of carbonyl group for aromatic and aliphatic α-ketoesters. It is worthy to note that sterically bulky ketone substrates, such as 2′-methoxyacetophenone, 1-adamantyl Me ketone, Et 4,4-dimethyl-3-oxopentanoate and Et 3,3-dimethyl-2-oxobutanoate, are reduced to the corresponding alcs. with excellent optical purity. Thus, SSCR possesses an unusually broad substrate specificity and is especially useful for the reduction of ketones with sterically bulky substituents. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Computed Properties of C8H9ClO).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. 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.Computed Properties of C8H9ClO

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Alcohol – Wikipedia,
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Ether-tethered Ru(II)/TsDPEN complexes; synthesis and applications to asymmetric transfer hydrogenation was written by Parekh, Vimal;Ramsden, James A.;Wills, Martin. And the article was included in Catalysis Science & Technology in 2012.Computed Properties of C8H9ClO This article mentions the following:

A new type of Ru(II)/TsDPEN catalyst containing an ether-based linking tether has been prepared and shown to exhibit excellent activity in asym. transfer hydrogenation reactions of ketones. Related complexes containing a hydroxyl-terminated alkyl chain have also been prepared and tested as asym. catalysts. In some cases the activity of the new catalyst type complements that of the closely related alkyl-chain tethered complexes. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Computed Properties of C8H9ClO).

(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. 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.Computed Properties of C8H9ClO

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Alcohol – Wikipedia,
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New chiral metal cluster systems for catalytic asymmetric syntheses of chiral alcohols was written by Li, Yan-yun;Chen, Jian-shan;Yang, Chuan-bo;Dong, Zhen-rong;Li, Bao-zhu;Zhang, Hui;Gao, Jing-xing;Takao, Ikariya. And the article was included in Chemical Research in Chinese Universities in 2004.Name: (R)-1-(3-Chlorophenyl)ethanol This article mentions the following:

Efficient chiral Ru₃(CO)₁₂ systems were prepared in situ from Ru₃(CO)₁₂ and various chiral diimino- or diamino-diphosphine tetradentate ligands ((S,S)- and (R,R)-1,2-bis[[[2-(diphenylphosphino)phenyl]methylene]amino]cyclohexane, -1,2-bis[[[2-(diphenylphosphino)phenyl]methyl]amino]cyclohexane, -2-Ph₂PC₆H₄CH:NCHPhCHPhN:CHC₆H₄PPh₂-2 and -2-Ph₂PC₆H₄CH₂NHCHPhCHPhNHCH₂C₆H₄PPh₂-2), the preparation of which is described. The systems were used for the asym. transfer hydrogenation of propiophenone in iso-PrOH, leading to 1-phenyl-1-propanol in a 98% yield and 96% ee. The IR study suggests that the carbonyl hydride anion [HRu₃(CO)₁₁]^– most probably exists as a principal species under the reaction conditions. The high chiral efficiency may be due to the synergetic effect produced by the neighboring Ru atoms and a special chiral micro-environment involving the polydentate ligand and the Ru₃ framework. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Name: (R)-1-(3-Chlorophenyl)ethanol).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) 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.Name: (R)-1-(3-Chlorophenyl)ethanol

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An outstanding catalyst for asymmetric transfer hydrogenation in aqueous solution and formic acid/triethylamine was written by Matharu, Daljit S.;Morris, David J.;Clarkson, Guy J.;Wills, Martin. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2006.Formula: C8H9ClO This article mentions the following:

A Rh/tetramethylcyclopentadienyl complex containing a tethered functionality has been demonstrated to give excellent results in the asym. transfer hydrogenation of ketones in both aqueous and formic acid/triethylamine media. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Formula: C8H9ClO).

(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. 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.Formula: C8H9ClO

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Alcohol – Wikipedia,
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Ruthenium(II) Complexes of Monodonor Ligands: Efficient Reagents for Asymmetric Ketone Hydrogenation was written by Xu, Yingjian;Clarkson, Guy C.;Docherty, Gordon;North, Carl L.;Woodward, Gary;Wills, Martin. And the article was included in Journal of Organic Chemistry in 2005.Related Products of 120121-01-9 This article mentions the following:

A series of BINOL-derived ligands have been prepared and incorporated into ruthenium(II) complexes containing a diamine ligand. The complexes have proven to be excellent catalysts for the asym. hydrogenation of ketones, giving reduction products with enantiomeric excesses of up to 99%. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Related Products of 120121-01-9).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) 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. 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.Related Products of 120121-01-9

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Design of improved catalysts for manganese catalysed hydrogenation towards practical earth abundant reduction catalysis was written by Widegren, Magnus B.;Clarke, Matthew L.. And the article was included in Catalysis Science & Technology in 2019.Safety of (R)-1-(3-Chlorophenyl)ethanol This article mentions the following:

Manganese catalysts derived from tridentate P,N,N ligands can be activated easily using weak bases for both ketone and ester hydrogenations. Kinetic studies indicate the ketone hydrogenations are 0th order in acetophenone, pos. order in hydrogen and 1st order in the catalyst. This implies that the rate determining step of the reaction was the activation of hydrogen. New ligand systems with varying donor strength were studied and it was possible to make the hydrogen activation significantly more efficient; a catalyst displaying around a 3-fold increase in initial turn-over frequencies for the hydrogenation of acetophenone relative to the parent system was discovered as a result of these kinetic investigations. Ester hydrogenations and ketone transfer hydrogenation (isopropanol as reductant) are first order for both the substrate and catalysts. Kinetic studies also gained insight into catalyst stability and identified a working range in which the catalyst is stable throughout the catalytic reaction (and a larger working range where high yields can still be achieved). The new more active catalyst, combining an electron-rich phosphine with an electron-rich pyridine is capable of hydrogenating acetophenone using as little as 0.01 mol% catalyst at 65 °C. In all, protocols for reduction of 21 ketones and 15 esters are described. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Safety of (R)-1-(3-Chlorophenyl)ethanol).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) 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. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Safety of (R)-1-(3-Chlorophenyl)ethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts