51868-95-2

Usage

Uses

Used in Chemical Research:
1-Benzo[b]thiophen-2-yl-ethanol is used as a research compound for the investigation of its chemical properties and potential reactions with other substances. It aids in understanding the behavior of benzothiophene derivatives and their applications in various chemical processes.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 1-Benzo[b]thiophen-2-yl-ethanol is used as a starting material or intermediate in the synthesis of various drug candidates. Its unique structure may contribute to the development of new therapeutic agents with potential medicinal properties.
Used in Material Science:
1-Benzo[b]thiophen-2-yl-ethanol may be employed in the development of new materials with specific properties, such as electronic or optical characteristics, by incorporating its structure into the design of advanced materials for various applications.
Used in Environmental Applications:
1-Benzo[b]thiophen-2-yl-ethanol could be utilized in environmental research to develop new methods for pollutant detection or remediation, taking advantage of its chemical reactivity and potential interactions with environmental contaminants.

InChI:InChI=1/C10H10OS/c1-7(11)10-6-8-4-2-3-5-9(8)12-10/h2-7,11H,1H3

Upstream product

• 50779-55-0 benzothiophen-2-yllithium 
• 75-07-0 acetaldehyde 
• 22720-75-8 2-acetyl benzo[b]thiophene 
• 95-15-8 Benzo[b]thiophene 
• 29199-11-9 2-formylthiophenol 
• 75-36-5 acetyl chloride 

Downstream Products

• 212705-00-5 4-[1-(benzo[b]thien-2-yl)ethyl]-2-(methylthio)phenol 
• 212704-99-9 4-[1-(benzo[b]thien-2-yl)ethyl]phenol 
• 281191-11-5 5-[1-(benzo[b]thien-2-yl)ethyl]-2-hydroxybenzaldehyde 
• 281191-12-6 5-[1-(benzo[b]thien-2-yl)ethyl]-2-(O-dimethylthiocarbamate)benzaldehyde 
• 281191-13-7 5-[1-(benzo[b]thien-2-yl)ethyl]-2-(S-dimethylthiocarbamate)benzaldehyde 
• 22720-75-8 2-acetyl benzo[b]thiophene 
• 1026256-93-8 phenyl 1-(benzo[b]thiophen-2-yl)ethyl(hydroxyl)carbamate 
• 1606160-74-0 (rac)-1-(benzo[b]thiophen-2-yl)-3-phenylpropan-1-ol 
• 1206596-73-7 1-(1-benzo[b]thien-2-yl-ethyl)-N-phenyl-2,2,2-trifluoroacetimidate 
• 142606-21-1 zileuton 
• 212705-03-8 [4-[1-(benzo[b]thien-2-yl)ethyl]-2-(methylthio)phenyl] trifluoromethanesulfonate 
• 212705-04-9 methyl 4-[1-(benzo[b]thien-2-yl)ethyl]-2-(methylthio)benzoate 
• 212705-06-1 4-[1-(benzo[b]thien-2-yl)ethyl]-2-(methylthio)benzenemethanol 
• 212705-07-2 4-[1-(benzo[b]thien-2-yl)ethyl]-2-(methylthio)benzaldehyde 

Relevant academic research and scientific papers

Diastereoselective photochromism of a bisbenzothienylethene governed by steric as well as electronic interactions

Introduction of an asymmetric center to C-2 of one of the benzothiophene rings of bisbenzothienylperfluorocyclopentene results in a highly diastereoselective photochromic system. The stereogenic center bears a hydrogen atom, a methyl group, and a methoxymethoxy group. The steric as well as the electronic repulsions gave an 87-88% diastereomer excess in various solvents at room temperature with 80-85% conversion to the colored form. The enantioselective synthesis was also carried out. Upon photoirradiation in hexane, a change in optical rotation at 820 nm, where neither the open form nor the colored form absorbs light, was observed repeatedly. Copyright

Oxidative β-Halogenation of Alcohols: A Concise and Diastereoselective Approach to Halohydrins

β-Halohydrins bearing transformable halo- and hydroxyl groups, are easily converted into various valuable blocks in organic and pharmaceutical synthesis. A diastereoselective β-halogenation of benzylic alcohols was achieved under simple and low-cost conditions, which provided a direct synthesis of β-halohydrins. The simple reaction conditions, easily available reagents, high diastereoselectivities, and additional oxidant-free make this reaction very attractive and practical.

FLP-Catalyzed Transfer Hydrogenation of Silyl Enol Ethers

Herein we report the first catalytic transfer hydrogenation of silyl enol ethers. This metal free approach employs tris(pentafluorophenyl)borane and 2,2,6,6-tetramethylpiperidine (TMP) as a commercially available FLP catalyst system and naturally occurring γ-terpinene as a dihydrogen surrogate. A variety of silyl enol ethers undergo efficient hydrogenation, with the reduced products isolated in excellent yields (29 examples, 82 % average yield).

Copper(I)-Catalyzed Chemoselective Reduction of Benzofuran-2-yl Ketones to Alcohols with B2pin2 via a Domino-Borylation-Protodeboronation Strategy

A novel copper(I)-catalyzed chemoselective reduction of the carbonyls of benzofuran-2-yl ketones over furan rings with B2pin2 has been developed. This reaction proceeded under mild conditions. High valuable secondary alcohol derivatives of benzofurans were obtained in good to excellent yields with a broad substrate scope. The mechanistic studies suggested that a domino-borylation-protodeboronation pathway was involved in this reaction.

Tailored sol-gel immobilized lipase preparates for the enzymatic kinetic resolution of heteroaromatic alcohols in batch and continuous flow systems

Tailored immobilized lipases from Candida antarctica B and Pseudomonas fluorescens, with improved thermal and operational stability, were prepared through fine tuning of the structure of the sol-gel matrix, using various binary or ternary precursor mixtures for the EKR of various chiral heteroaromatic secondary alcohols with benzofuran, benzo[b]thiophen, phenothiazine and 2-phenylthiazol moieties. The operational stability in batch process was studied for five selected systems by performing reuse experiments, using the conversion, enantiomeric excesses and enantiomeric ratio as parameters, demonstrating the dependence of the sol-gel lipase preparate performance on the structure of both biocatalyst and substrate. The resolution of the benzofuranic substrates with the best performing biocatalysts was studied in continuous-flow mode, using the productivity as a criterion. The specific reaction rates under continuous-flow operation (rflow) were higher than those obtained in batch mode (rbatch) in both cases, sustaining its usefulness for further process development.

Process for the Preparation of Zileuton

The invention discloses a process for the preparation of Zileuton of formula I by employing acetic acid-1-benzo[b]thiophen-2-yl-ethyl-ester of formula-III as an intermediate.

Chiral-at-metal iridium complex for efficient enantioselective transfer hydrogenation of ketones

A bis-cyclometalated iridium(iii) complex with metal-centered chirality catalyzes the enantioselective transfer hydrogenation of ketones with high enantioselectivities at low catalyst loadings down to 0.002 mol%. Importantly, the rate of catalysis and enantioselectivity are markedly improved in the presence of a pyrazole co-ligand. The reaction is proposed to proceed via an iridium-hydride intermediate exploiting metal-ligand cooperativity (bifunctional catalysis).

Ansa-Ruthenium(II) Complexes of R2NSO2DPEN-(CH2)n(η6-Aryl) Conjugate Ligands for Asymmetric Transfer Hydrogenation of Aryl Ketones

New 3rd generation designer ansa-ruthenium(II) complexes featuring N,C-alkylene-tethered N,N-dialkylsulfamoyl-DPEN/η6-arene ligands, exhibited good catalytic performance in the asymmetric transfer hydrogenation (ATH) of various classes of (het)aryl ketones in formic acid/triethylamine mixture. In particular, benzo-fused cyclic ketones furnished 98 to >99.9% ee using a low catalyst loading.

IMPROVED PROCESS FOR THE PREPARATION OF (±)-1-(1-BENZO[B]THIEN-2-YLETHYL)-1-HYDROXYUREA

The present invention relates to an improved process for the preparation of (±)-1-(I -Benzo[b]thien-2-ylethyl)-1-hydroxyurea compound of formula 1.

Chemoenzymatic synthesis of (R)- and (S)-1-heteroarylethanols

A chemoenzymatic methodology for the synthesis of highly enantiomerically enriched (S)- and (R)-1-heteroarylethanols by enantioselective bioreduction with baker's yeast of the corresponding 1-heteroarylethanones followed by three racemization free chemical steps including a Mitsunobu reaction was developed.