54225-75-1

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
(1R)-1-(4-ETHYLPHENYL)ETHANOL is used as a chiral building block for the synthesis of various pharmaceuticals and agrochemicals. Its unique spatial arrangement of atoms makes it a valuable component in the development of new and innovative products in these sectors.
Used in Perfumery and Fragrance Industry:
(1R)-1-(4-ETHYLPHENYL)ETHANOL is used as a key ingredient in the production of perfumes and fragrances due to its pleasant, floral scent. This enhances the sensory experience of consumers and contributes to the overall appeal of these products.
Used in Flavor and Food Industry:
(1R)-1-(4-ETHYLPHENYL)ETHANOL has potential applications in the synthesis of flavoring agents. Its unique aroma profile can be utilized to create distinct and appealing flavors for various food and beverage products.
Used in Organic Synthesis:
(1R)-1-(4-ETHYLPHENYL)ETHANOL also serves as an intermediate in organic synthesis. Its versatile chemical properties allow it to be used in the production of a wide range of organic compounds, further expanding its utility across various industries.

Upstream product

• 33967-18-9 1-(4-ethylphenyl)ethanol 
• 103966-60-5 1-(α-acetoxyethyl)-4-ethylbenzene 
• 40307-11-7 1-ethyl-4-ethynylbenzene 
• 937-30-4 4-ethylacetophenone 
• 105-05-5 1,4-diethylbenzene 

Relevant academic research and scientific papers

One-Pot Chemoenzymatic Conversion of Alkynes to Chiral Amines

A one-pot chemoenzymatic sequential cascade for the synthesis of chiral amines from alkynes was developed. In this integrated approach, just ppm amounts of gold catalysts enabled the conversion of alkynes to ketones (>99%) after which a transaminase was used to catalyze the production of biologically valuable chiral amines in a good yield (up to 99%) and enantiomeric excess (>99%). A preparative scale synthesis of (S)-methylbenzylamine and (S)-4-methoxy-methylbenzylamine from its alkyne form gave a yield of 59 and 92%, respectively, withee> 99%.

Activity and specificity studies of the new thermostable esterase EstDZ2

In this paper, we study the activity and specificity of EstDZ2, a new thermostable carboxyl esterase of unknown function, which was isolated from a metagenome library from a Russian hot spring. The biocatalytic reaction employing EstDZ2 proved to be an efficient method for the hydrolysis of aryl p-, o- or m-substituted esters of butyric acid and esters of secondary alcohols. Docking studies revealed structural features of the enzyme that led to activity differences among the different substrates.

Chiral Frustrated Lewis Pairs Catalyzed Highly Enantioselective Hydrosilylations of Ketones

A highly enantioselective Piers-type hydrosilylation of simple ketones was successfully realized using a chiral frustrated Lewis pair of tri-tert-butylphosphine and chiral diene-derived borane as catalyst. A wide range of optically active secondary alcohols were furnished in 80%—99% yields with 81%—97% ee's under mild reaction conditions.

Method for synthesizing chiral alcohol

The invention discloses a method for synthesizing chiral alcohol. The method comprises the following steps: adding alkyne, gold chloride [Au(L)Cl], a solvent methanol, and water into a reactor; carrying out reactions for 6 to 12 hours at a temperature of 110 DEG C, cooling to the room temperature; then adding sodium formate, water, and a transition metal rhodium catalyst Cp*RhCl[(R,R)-TsDPEN], carrying out reactions for 5 hours at a temperature of 30 to 40 DEG C, cooling to the room temperature, performing rotary evaporation to remove the solvent, and carrying out column separation to obtain the target compound. The provided method has the advantages that alkyne, which can be bought on the market or easily synthesized, is taken as the primary compound to synthesize chiral alcohol directly through cascade reactions, the intermediates do not need to be separated, the waste of time and solvent is avoided, and thus the provided method meets the requirements of green chemistry and has a wide development prospect.

Iridium Catalysts with f-Amphox Ligands: Asymmetric Hydrogenation of Simple Ketones

A series of modular and rich electronic tridentate ferrocene aminophosphoxazoline ligands (f-amphox) have been successfully developed and used in iridium-catalytic asymmetric hydrogenation of simple ketones to afford corresponding enantiomerically enriched alcohols under mild conditions with superb activities and excellent enantioselectivities (up to 1"000"000 TON, almost all products up to >99% ee, full conversion). The resulting chiral alcohols and their derivatives are important intermediates in pharmaceuticals.

HPLC enantioseparation on a homochiral MOF-silica composite as a novel chiral stationary phase

The last frontier in the development of chiral stationary phases for chromatographic enantioseparation involves homochiral metal-organic frameworks (MOFs). Using enantiopure (R)-2,2′-dihydroxy-1,1′-binaphthalene-6,6′-dicarboxylic acid as a starting material, we prepared three homochiral MOFs that were further used as chiral stationary phases for high-performance liquid chromatography to separate the enantiomers of various kinds of racemic sulfoxides, sec-alcohols, β-lactams, benzoins, flavanones and epoxides. The experimental results showed excellent performances for enantioseparation, and highlighted that enantioseparation on homochiral MOF columns is practical.

Efficient HPLC enantiomer separation using a pillared homochiral metal-organic framework as a novel chiral stationary phase

HPLC enantioseparation of racemates using novel pillared homochiral metal-organic framework-silica composite as chiral stationary phase has been successfully demonstrated.

Regioselective hydration of terminal alkynes catalyzed by a neutral gold(I) complex [(IPr)AuCl] and one-pot synthesis of optically active secondary alcohols from terminal alkynes by the combination of [(IPr)AuCl] and Cp?RhCl[(R, R)-TsDPEN]

A neutral gold(I) complex [(IPr)AuCl] (IPr = 1,3-bis(diisopropylphenyl)imidazol-2-ylidene) was found to be a highly effective catalyst for the hydration of terminal alkynes, including aromatic alkynes and aliphatic alkynes. The desired methyl ketones were obtained in high yields with complete regioselectivities. Furthermore, a series of optically active secondary alcohols could be obtained in high yield with good to excellent enatioselectivities via one-pot sequential hydration/asymmetric transfer hydrogenation (ATH) from terminal alkynes by the combination of of [(IPr)AuCl] and Cp?RhCl[(R,R)-TsDPEN] (Cp? = pentamethylcyclopentadienyl, TsDPEN = N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine). Notably, this research exhibited the potential of the direct use of neutral gold(I) complexes instead of cationic ones as catalysts for the activation of multiple bonds for organic synthesis.

Facile development of chiral alkenylboranes from chiral diynes for asymmetric hydrogenation of silyl enol ethers

A facile development of chiral alkenylboranes by the hydroboration of chiral diynes with Piers borane was successfully achieved for the first time. With the combination of the in situ generated chiral alkenylboranes and tri-tert-butylphosphine as frustrated Lewis pair catalysts, the metal-free asymmetric hydrogenation of silyl enol ethers was realized to furnish a wide range of optically active secondary alcohols in high yields and up to 99% ee.

A highly enantioselective hydrogenation of silyl enol ethers catalyzed by chiral frustrated lewis pairs

Using a simple combination of tri-tert-butylphosphine and chiral borane generated in situ by the hydroboration of chiral diene with HB(C 6F5)2 as a frustrated Lewis pair catalyst, a highly enantioselective metal-free hydrogenation of silyl enol ethers was successfully realized to furnish a variety of optically active secondary alcohols in 93-99% yields with 88->99% ees.