Category: 133082-13-0

Wu, Shuke; Chen, Yongzheng; Xu, Yi; Li, Aitao; Xu, Qisong; Glieder, Anton; Li, Zhi published an article on February 7 ,2014. The article was titled 《Enantioselective trans-Dihydroxylation of Aryl Olefins by Cascade Biocatalysis with Recombinant Escherichia coli Coexpressing Monooxygenase and Epoxide Hydrolase》, and you may find the article in ACS Catalysis.COA of Formula: C8H9ClO2 The information in the text is summarized as follows:

Cascade biocatalysis via intracellular epoxidation and hydrolysis was developed as a green and efficient method for enantioselective dihydroxylation of aryl olefins to prepare chiral vicinal diols in high ee and high yield. Escherichia coli (SSP1) coexpressing styrene monooxygenase (SMO) and epoxide hydrolase SpEH was developed as a simple and efficient biocatalyst for S-enantioselective dihydroxylation of terminal aryl olefins 1a-15a to give (S)-vicinal diols 1c-15c in high ee (97.5-98.6% for 10 diols; 92.2-93.9% for 3 diols) and high yield (91-99% for 6 diols; 86-88% for 2 diols; 67% for 3 diols). Combining SMO and epoxide hydrolase StEH showing complementary regioselectivity to SpEH as a biocatalyst for the cascade biocatalysis gave rise to R-enantioselective dihydroxylation of aryl olefins, being the first example of this kind of reversing the overall enantioselectivity of cascade biocatalysis. E. coli (SST1) coexpressing SMO and StEH was also engineered as a green and efficient biocatalyst for R-dihydroxylation of terminal aryl olefins 1a-15a to give (R)-vicinal diols 1c-15c in high ee (94.2-98.2% for 7 diols; 84.2-89.9% for 6 diols) and high yield (90-99% for 6 diols; 85-89% for 5 diols; 65% for 1 diol). E. coli (SSP1) and E. coli (SST1) catalyzed the trans-dihydroxylation of trans-aryl olefin 16a and cis-aryl olefin 17a with excellent and complementary stereoselectivity, giving each of the four stereoisomers of 1-phenyl-1,2-propanediol 16c in high ee and de, resp. Both strains catalyzed the trans-dihydroxylation of aryl cyclic olefins 18a and 19a to afford the same trans-cyclic diols (1R,2R)-18c and (1R,2R)-19c, resp., in excellent ee and de. This type of cascade biocatalysis provides a tool that is complementary to Sharpless dihydroxylation, accepting cis-alkene and offering enantioselective trans-dihydroxylation. In the part of experimental materials, we found many familiar compounds, such as (1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0COA of Formula: C8H9ClO2)

(1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains. The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.COA of Formula: C8H9ClO2

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Xia, Li-Jun; Tang, Min-Hua; Hu, Jian-Bing; Ding, Zuo-Ding; Jin, Hao; Zhao, Gang published an article on January 31 ,2002. The article was titled 《Enantiomeric resolution of secondary aromatic alcohols and arylethanediols by HPLC on chiral stationary phaseã€? and you may find the article in Youji Huaxue.SDS of cas: 133082-13-0 The information in the text is summarized as follows:

Separation of racemic mixtures of thirty-eight secondary aromatic alcs. and arylethanediols with different substituting group was achieved with HPLC by using Chiralcel OD and Chiralcel OJ as chiral stationary phase and hexane/2-propanol mixtures of different ratios as eluents. The chromatog. parameters of these racemates on OD and OJ columns were examined The results showed enantiomeric resolution ability of the racemic mixtures on these columns was strongly dependent on the site and the property of substituents. The hydrogen bonding and π-π interactions between the chiral stationary phase and the polar group of secondary aromatic alcs. and arylethanediols may be responsible for the chiral resolution This method had been applied to determination of the optical purity of the asym. reduction products of prochiral ketones. In the experiment, the researchers used many compounds, for example, (1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0SDS of cas: 133082-13-0)

(1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains.SDS of cas: 133082-13-0 The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.

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Liu, Bin; Yan, Jiekuan; Huang, Ruoyan; Wang, Weihong; Jin, Zhichao; Zanoni, Giuseppe; Zheng, Pengcheng; Yang, Song; Chi, Yonggui Robin published an article in Organic Letters. The title of the article was 《Kinetic Resolution of 1,2-Diols via NHC-Catalyzed Site-Selective Esterificationã€?Name: (1S)-1-(2-chlorophenyl)ethane-1,2-diol The author mentioned the following in the article:

1,2-Diols underwent regioselective acylation and kinetic resolution with benzaldehyde in the presence of a nonracemic triazolooxazinium salt and a diphenoquinone oxidant to yield nonracemic 1,2-diol-1-benzoates and 1,2-diols. In the part of experimental materials, we found many familiar compounds, such as (1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0Name: (1S)-1-(2-chlorophenyl)ethane-1,2-diol)

(1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains. The creation of a peptide bond to link two amino acids to make a protein removes the −OH from the carboxy group of one amino acid.Name: (1S)-1-(2-chlorophenyl)ethane-1,2-diol

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《Asymmetric hydrogenation of α-hydroxy ketones with an iridium/f-amphox catalyst: efficient access to chiral 1,2-diols》 was published in Organic Chemistry Frontiers in 2017. These research results belong to Wu, Weilong; Xie, Yun; Li, Pan; Li, Xiuxiu; Liu, Yuanhua; Dong, Xiu-Qin; Zhang, Xumu. Reference of (1S)-1-(2-chlorophenyl)ethane-1,2-diol The article mentions the following:

The tridentate f-amphox ligands has been successfully applied to the iridium-catalytic asym. hydrogenation of various α-hydroxy ketones RC(O)CH2OH (R = CH3CH2, 3-BrC6H4, furan-2-yl, naphthalen-2-yl, etc.) to afford the corresponding chiral 1,2-diols (S)/(R)-RCH(OH)CH2OH with excellent results (almost all products up to 99% yield and >99%ee). This catalytic system displayed extremely high activity, achieving up to 1000000 turnover number (TON). The great performance of this asym. hydrogenation procedure makes the preparation of various chiral 1,2-diols highly practical with great potential. In the part of experimental materials, we found many familiar compounds, such as (1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0Reference of (1S)-1-(2-chlorophenyl)ethane-1,2-diol)

(1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains. The creation of a peptide bond to link two amino acids to make a protein removes the −OH from the carboxy group of one amino acid.Reference of (1S)-1-(2-chlorophenyl)ethane-1,2-diol

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Computed Properties of C8H9ClO2On May 8, 1998 ,《Microbiological transformations. Part 39: Determination of the regioselectivity occurring during oxirane ring opening by epoxide hydrolases: a theoretical analysis and a new method for its determination》 appeared in Tetrahedron: Asymmetry. The author of the article were Moussou, Philippe; Archelas, Alain; Baratti, Jacques; Furstoss, Roland. The article conveys some information:

New equations as well as a new method were devised allowing for the total determination of the regioselectivity of biohydrolysis of a racemic epoxide by an epoxide hydrolase. This determination is achievable by simply studying the racemic epoxide as a substrate. Depending on the enantioselectivity (E value) and the regioselectivity involved, the absolute configuration as well as the enantiopurity of the residual epoxide and of the formed diol appear to be highly variable. For a specific enzyme/substrate couple, the yield and enantiopurity of the less reactive (remaining) epoxide – and thus the possibility to prepare it in enantiopure form – exclusively depend upon the enzyme enantioselectivity. On the other hand, the ee of the formed diol depends upon the enantioselectivity and regioselectivity of the oxirane ring opening. A theor. anal. based on the material balance, as well as several practical examples, are provided to illustrate the various possibilities of such biohydrolysis.(1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0Computed Properties of C8H9ClO2) was used in this study.

(1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains.Computed Properties of C8H9ClO2 The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.

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In 2011,Organic & Biomolecular Chemistry included an article by Nie, Yao; Xiao, Rong; Xu, Yan; Montelione, Gaetano T.. Related Products of 133082-13-0. The article was titled 《Novel anti-Prelog stereospecific carbonyl reductases from Candida parapsilosis for asymmetric reduction of prochiral ketones》. The information in the text is summarized as follows:

The application of biocatalysis to the synthesis of chiral mols. is one of the greenest technologies for the replacement of chem. routes due to its environmentally benign reaction conditions and unparalleled chemo-, regio- and stereoselectivities. We have been interested in searching for carbonyl reductase enzymes and assessing their substrate specificity and stereoselectivity. We now report a gene cluster identified in Candida parapsilosis that consists of four open reading frames including three putative stereospecific carbonyl reductases (scr1, scr2, and scr3) and an alc. dehydrogenase (cpadh). These newly identified three stereospecific carbonyl reductases (SCRs) showed high catalytic activities for producing (S)-1-phenyl-1,2-ethanediol from 2-hydroxyacetophenone with NADPH as the coenzyme. Together with CPADH, all four enzymes from this cluster are carbonyl reductases with novel anti-Prelog stereoselectivity. SCR1 and SCR3 exhibited distinct specificities to acetophenone derivatives and chloro-substituted 2-hydroxyacetophenones, and especially very high activities towards Et 4-chloro-3-oxobutyrate, a β-ketoester with important pharmaceutical potential. Our study also showed that genomic mining is a powerful tool for the discovery of new enzymes. In the part of experimental materials, we found many familiar compounds, such as (1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0Related Products of 133082-13-0)

(1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains.Related Products of 133082-13-0 The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.

Referemce:
Alcohol – Wikipedia,
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SDS of cas: 133082-13-0On November 30, 2008 ,《One-pot conversion of trimethylsilyl ethers into urethanes using chlorosulfonyl isocyanate: Application to the synthesis of a novel neuromodulator carisbamate》 appeared in Archives of Pharmacal Research. The author of the article were Dong, Guang Ri; Li, Qing Ri; Woo, Seol Hee; Kim, In Su; Jung, Young Hoon. The article conveys some information:

This paper reports a novel synthetic method for the preparation of various urethanes and the application to the synthesis of carisbamate. The reaction of primary (2a, 2e and 2f) or secondary (2g-2i) trimethylsilyl ethers with chlorosulfonyl isocyanate afforded the corresponding urethanes in good yields without affecting the olefin moiety. However, in the case of secondary benzylic trimethylsilyl ether 2j, the corresponding urethane 3j was obtained in low yield. From the difference in reactivity between the primary and secondary benzylic trimethylsilyl ethers, the one-pot synthesis of carisbamate 1 from bis-trimethylsilyl ether 2l was achieved. In the experimental materials used by the author, we found (1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0SDS of cas: 133082-13-0)

(1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group. Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.SDS of cas: 133082-13-0

Referemce:
Alcohol – Wikipedia,
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《Exploiting designed oxidase-peroxygenase mutual benefit system for asymmetric cascade reactions》 was written by Yu, Da; Wang, Jian-bo; Reetz, Manfred T.. Application of 133082-13-0 And the article was included in Journal of the American Chemical Society on April 10 ,2019. The article conveys some information:

A unique P 450 monooxygenase-peroxygenase mutual benefit system was designed as the core element in the construction of a biocatalytic cascade reaction sequence leading from 3-Ph propionic acid to (R)-Ph glycol. In this system, P 450 monooxygenase (P 450-BM3) and P 450 peroxygenase (OleTJE) not only function as catalysts for the crucial initial reactions, they also ensure an internal in situ H2O2 recycle mechanism that avoids its accumulation and thus prevents possible toxic effects. By directed evolution of P 450-BM3 as the catalyst in the enantioselective epoxidation of the styrene-intermediate, formed from 3-Ph propionic acid, and the epoxide hydrolase ANEH for final hydrolytic ring opening, (R)-Ph glycol and 9 derivatives thereof were synthesized from the resp. carboxylic acids in one-pot processes with high enantioselectivity. In the experiment, the researchers used many compounds, for example, (1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0Application of 133082-13-0)

(1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains. The creation of a peptide bond to link two amino acids to make a protein removes the −OH from the carboxy group of one amino acid.Application of 133082-13-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Highly selective anti-Prelog synthesis of optically active aryl alcohols by recombinant Escherichia coli expressing stereospecific alcohol dehydrogenase》 was published in Preparative Biochemistry & Biotechnology in 2016. These research results belong to Li, Ming; Nie, Yao; Mu, Xiao Qing; Zhang, Rongzhen; Xu, Yan. Product Details of 133082-13-0 The article mentions the following:

A recombinant Escherichia coli system expressing anti-Prelog stereospecific alc. dehydrogenase from Candida parapsilosis was established as a whole-cell system for catalyzing asym. reduction of aryl ketones to anti-Prelog configured alcs. Using 2-hydroxyacetophenone as the substrate, reaction factors including pH, cell status, and substrate concentration had obvious impacts on the outcome of whole-cell biocatalysis, and xylose was found to be an available auxiliary substrate for intracellular cofactor regeneration, by which (S)-1-phenyl-1,2-ethanediol was achieved with an optical purity of 97%e.e. and yield of 89% under the substrate concentration of 5 g/L. Addnl., the feasibility of the recombinant cells toward different aryl ketones was investigated, and most of the corresponding chiral alc. products were obtained with an optical purity over 95%e.e. Therefore, the whole-cell system involving recombinant stereospecific alc. dehydrogenase was constructed as an efficient biocatalyst for highly enantioselective anti-Prelog synthesis of optically active aryl alcs. and would be promising in the pharmaceutical industry. In the experiment, the researchers used (1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0Product Details of 133082-13-0)

(1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group.Product Details of 133082-13-0 Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Highly enantioselective oxidation of racemic phenyl-1,2-ethanediol to optically pure (R)-(-)-mandelic acid by a newly isolated Brevibacterium lutescens CCZU12-1》 was written by He, Yu-Cai; Ma, Cui-Luan; Zhang, Xian; Li, Liang; Xu, Jian-He; Wu, Miao-Xin. HPLC of Formula: 133082-13-0 And the article was included in Applied Microbiology and Biotechnology on August 31 ,2013. The article conveys some information:

Enantioselective oxidation of racemic phenyl-1,2-ethanediol into (R)-(-)-mandelic acid by a newly isolated Brevibacterium lutescens CCZU12-1 was demonstrated. It was found that optically active (R)-(-)-mandelic acid (e.e.p > 99.9 %) is produced leaving the other enantiomer (S)-(+)-phenyl-1,2-ethanediol intact. Using fed-batch method, a total of 172.9 mM (R)-(-)-mandelic acid accumulated in the reaction mixture after the seventh feed. Moreover, oxidation of phenyl-1,2-ethanediol using calcium alginate-entrapped resting cells was carried out in the aqueous system, and efficient biocatalyst recycling was achieved as a result of cell immobilization in calcium alginate, with a product-to-biocatalyst ratio of 27.94 g (R)-(-)-mandelic acid g-1 dry cell weight cell after 16 cycles of repeated use. The experimental process involved the reaction of (1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0HPLC of Formula: 133082-13-0)

(1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group. Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.HPLC of Formula: 133082-13-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts