32222-46-1

Usage

Uses

Used in Pharmaceutical Research:
(R)-Hydroxy-(4-fluoro-phenyl)-acetic acid ethyl ester is used as a building block for the synthesis of various pharmaceuticals and biologically active compounds. Its unique structure and reactivity make it a valuable asset in the development of new drugs and chemical compounds.
Used in Organic Synthesis:
In the field of organic synthesis, (R)-Hydroxy-(4-fluoro-phenyl)-acetic acid ethyl ester is utilized as a key intermediate for the preparation of complex organic molecules and advanced materials.
Used in Anti-inflammatory Applications:
(R)-Hydroxy-(4-fluoro-phenyl)-acetic acid ethyl ester is used as an anti-inflammatory agent, potentially helping to reduce inflammation and alleviate pain associated with various conditions.
Used in Analgesic Applications:
As an analgesic, (R)-Hydroxy-(4-fluoro-phenyl)-acetic acid ethyl ester is employed to manage and relieve pain, offering a potential therapeutic option for patients suffering from acute or chronic pain.
Used in Anti-cancer Applications:
(R)-Hydroxy-(4-fluoro-phenyl)-acetic acid ethyl ester is used as an anti-cancer agent, showing promise in studies related to its potential to combat cancer cells and inhibit tumor growth.

Upstream product

• 67-56-1 methanol 
• 32222-45-0 4-fluoromandelic acid 
• 684-93-5 1-methyl-1-nitrosourea 
• 127709-19-7 methyl 4-fluoro-α-hydroxyphenylacetate 
• 144758-62-3 Butyric acid (4-fluoro-phenyl)-methoxycarbonyl-methyl ester 
• 156276-23-2 methyl (p-fluorobenzoyl)formate 
• 219564-79-1 methyl 2-diazo-2-(4-fluorophenyl)acetate 
• 459-57-4 4-fluorobenzaldehyde 
• 2251-76-5 2-(4-fluorophenyl)-2-oxoacetic acid 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 74-88-4 methyl iodide 
• 108-05-4 vinyl acetate 
• 133721-87-6 2-(4-fluorophenyl)-2-hydroxyacetonitrile 
• 34837-84-8 4-fluorobenzeneacetic acid methyl ester 

Downstream Products

• 32222-45-0 (R)-2-(4-fluorophenyl)-2-hydroxyacetic acid 
• 63096-35-5 (4-fluoro-phenyl)-hydroxy-acetic acid methyl ester 
• 1186200-76-9 methyl 2-(acetylthio)-2-(4-fluorophenyl)acetate 

Relevant academic research and scientific papers

Direct Aerobic α-Hydroxylation of Arylacetates for the Synthesis of Mandelates

Aerobic α-hydroxylation of α-methylene esters has proven challenging due to overoxidation and hydrolysis of the materials. In this article, KOtBu-promoted TBAB-catalyzed α-hydroxylation of α-methylene aryl esters using O2as the oxyge

Cobalt-Catalyzed Transfer Hydrogenation of α-Ketoesters and N-Cyclicsulfonylimides Using H2O as Hydrogen Source

A Co-catalyzed effective transfer hydrogenation of various α-ketoesters and N-cyclicsulfonylimides by safe and environmentally benign H2O as hydrogen source is described. The reaction used easily available and easy to handle zinc metal as a reductant. Interestingly, the catalytic system does not require ligand for reduction of N-cyclicsulfonylimides. (Figure presented.).

New 4-aryl-1,3,2-oxathiazolylium-5-olates: Chemical synthesis and photochemical stability of a novel series of S-nitrosothiols

S-nitrosothiols (RSNOs) remain one of the most popular classes of NO-donating compounds due to their ability to release nitric oxide (NO) under non-enzymatic means whilst producing an inert disulphide by-product. However, alligning these compounds to the different biological fields of NO research has proved to be problematic due to the inherent instability of such compounds under a variety of conditions including heat, light and the presence of copper ions. 1,3,2-Oxathiazolylium-5-olates (OZOs) represent an interesting subclass of S-nitrosothiols that lock the –SNO moiety into a five membered heterocyclic ring in an attempt to improve the compound's overall stability. The synthesis of a novel series of halogen-containing OZOs was comprehensively studied resulting in a seven-step route and overall yields ranging between 21 and 37%. The photochemical stability of these compounds was assessed to determine if S-nitrosothiols locked within these mesoionic ring systems can offer greater stability and thereby release NO in a more controllable fashion than their non-cyclic counterparts.

A containing "1, 3, 4 - oxadiazole thioether" mandelic acid derivatives and use thereof

The invention discloses a containing "1, 3, 4 - oxadiazole thioether" mandelic acid derivatives and their use in the application of the fungi anti-plants sickness, the compound has the general formula (B) structure shown: In the formula, R1 Is H, methyl, fluorine or chlorine, R2 C for containing1 - 3 Straight-chain alkyl, containing C1 - 4 Branched alkyl, propenyl, propynyl or mono-substituted benzyl, wherein the single substituted benzyl substituent is "nitro, methyl, trifluoromethyl, methoxy, three methoxy, fluorine, and bromine". The invention to replace the mandelic acid as the skeleton, mandelic acid introduced in the structure of the "oxadiazole thioether" structure, design synthesizing a containing "1, 3, 4 - oxadiazole thioether" structure of the mandelic acid derivatives, anti-plant disease fungal activity tests show that the class of compounds of plant diseases caused by fungi has good inhibition activity, for the new pesticide research and development and create provide important scientific basis.

The Synthesis of Chiral α-Aryl α-Hydroxy Carboxylic Acids via RuPHOX-Ru Catalyzed Asymmetric Hydrogenation

A ruthenocenyl phosphino-oxazoline-ruthenium complex (RuPHOX?Ru) catalyzed asymmetric hydrogenation of α-aryl keto acids has been successfully developed, affording the corresponding chiral α-aryl α-hydroxy carboxylic acids in high yields and with up to 97% ee. The reaction could be performed on a gram scale with a relatively low catalyst loading (up to 5000 S/C) and the resulting products can be transformed to several chiral building blocks, biologically active compounds and chiral drugs. (Figure presented.).

Ru-MACHO-Catalyzed Highly Chemoselective Hydrogenation of α-Keto Esters to 1,2-Diols or α-Hydroxy Esters

A ruthenium pincer catalyst has been shown to be highly effective for the hydrogenation of a wide range of α-keto esters, affording either diols or hydroxy esters depending on the choice of reaction conditions. Strong base, high temperature, and pressure favor the formation of diols whilst the opposite is true for the hydroxy esters.

Dual pathway for the asymmetric transfer hydrogenation of α-ketoimides to chiral α-hydroxy imides or chiral α-hydroxy esters

In an enantioselective reaction, we expect to obtain two types of chiral products through a controllable strategy in asymmetric catalysis. Herein, we develop Ru-catalysed asymmetric transfer hydrogenation of α-ketoimides to realise an enantioselective construction of chiral α-hydroxy imides or chiral α-hydroxy esters. The transformation of α-ketoimides catalysed by (S,S)-[RuCl(η6-mesitylene)diamine] can afford various chiral α-hydroxy imides with high yields and enantioselectivities, whereas that catalysed by (S,S)-[RuCl(η6-hexamethylbenzene)diamine] gives the desirable chiral α-hydroxy esters through a slight adjustment of the reaction conditions. The method described here is a controllable organic transformation with sodium formate as a hydrogen source under mild reaction conditions, and the benefit of this transformation is that various chiral α-hydroxy imides or α-hydroxy esters can be obtained selectively from α-ketoimides. Selective directive: An enantioselective transformation in the Ru-catalyzed asymmetric transfer hydrogenation of α-ketoimides to chiral α-hydroxy imides or α-hydroxy esters is developed. The transformation of α-ketoimides catalyzed by (S,S)-[RuCl(η6-mesitylene)diamine] can afford various chiral α-hydroxy imides with high yields and enantioselectivities, whereas that catalyzed by (S,S)-[RuCl(η6-hexamethylbenzene)diamine] give desirable chiral α-hydroxy esters through a slight adjustment of reaction conditions.

Kinetic resolution of mandelate esters via stereoselective acylation catalyzed by lipase PS-30

By using lipase PS-30 as catalyst, the kinetic resolution of a series of racemic mandelate esters has been achieved via stereoselective acylation. The value of kinetic enantiomeric ratio (E) reached up to 197.5. Substituent effect is briefly discussed.

Carboxylation with CO2 via brook rearrangement: Preparation of α-hydroxy acid derivatives

In the presence of CsF, a wide range of α-substituted α-siloxy silanes were carboxylated under a CO2 atmosphere (1 atm) via Brook rearrangement. A variety of α-substituents including aryl, alkenyl, and alkyl groups were tolerated to afford α-hydroxy acids in moderate-to-high yields. One-pot synthesis from aldehydes using PhMe2SiLi and CO 2 was also possible, providing α-hydroxy acids without the isolation of an α-hydroxy silane.

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride in combination with triethylamine: An improved catalytic system for hydroacylation/reduction of activated ketones

A rapid, economic, and high yielding methodology has been developed for hydroacylation/reduction of activated ketones by using 1,3-bis(2,4,6- trimethylphenyl)imidazolium chloride as a catalyst in combination with triethylamine. The reaction proceeded at an ambient temperature via generating N-heterocyclic carbene in situ that interacted with the (hetero)aryl aldehyde employed. While the reduction of ketones takes place in MeOH, the hydroacylation process was found to be effective in THF for both electron rich and deficient aldehydes.