21165-11-7

Usage

Uses

Used in Pharmaceutical Industry:
α-Hydroxy-2-methoxybenzeneacetic acid methyl ester is used as a synthetic intermediate for the production of various pharmaceutical compounds. Its versatile chemical structure allows for the creation of a wide range of medications, making it a valuable component in drug development.
Used in Flavor and Fragrance Industry:
α-Hydroxy-2-methoxybenzeneacetic acid methyl ester is used as a flavoring agent in food and beverages, providing a unique taste and aroma. Its natural origin and pleasant scent make it a popular choice for enhancing the sensory experience of various products.
Used in Antioxidant Applications:
α-Hydroxy-2-methoxybenzeneacetic acid methyl ester is used as an antioxidant, helping to protect cells from damage caused by free radicals. Its ability to neutralize these harmful molecules contributes to its potential health benefits and makes it a valuable ingredient in various health supplements and skincare products.
Used in Microorganism Inhibition:
α-Hydroxy-2-methoxybenzeneacetic acid methyl ester is used as an antimicrobial agent, inhibiting the growth of certain microorganisms. This property can be beneficial in various applications, such as food preservation and sanitizing products, where controlling microbial growth is essential.
Used in Solvent Applications:
α-Hydroxy-2-methoxybenzeneacetic acid methyl ester is used as a solvent in various chemical processes. Its ability to dissolve a wide range of substances makes it a useful component in the production of other organic compounds and in various industrial applications.

Upstream product

• 67-56-1 methanol 
• 135-02-4 ortho-anisaldehyde 
• 10408-29-4 o-methoxymandelic acid 
• 5180-78-9 methyl 2-(2-methoxyphenyl)-2-oxoacetate 
• 557-20-0 diethylzinc 
• 347187-58-0 methyl α-diazo-α-(2-methoxyphenyl)acetate 
• 27798-60-3 methyl 2-(2-methoxyphenyl)acetate 

Downstream Products

• 26767-06-6 2-(2-methoxyphenyl)-2-oxoacetic acid 
• 1011297-70-3 2-(2-methoxyphenyl)-2-oxoacetyl chloride 
• 959161-45-6 S-t-butyl hydroxy-(2-methoxy-phenyl)-thioacetate 
• 959161-63-8 S-t-butyl (2-methoxyphenyl)-oxo-thioacetate 
• 5180-78-9 methyl 2-(2-methoxyphenyl)-2-oxoacetate 
• 99552-78-0 methyl 2-bromo-2-(2-methoxyphenyl)acetate 
• 55538-77-7 methyl (+/-)-α-acetoxy-α-(2-methoxyphenyl)acetate 

Relevant academic research and scientific papers

Multinuclear zinc bisamidinate catalyzed asymmetric alkylation of α-ketoesters and its unique chemoselectivity

The multinuclear Zn-bisamidinate catalyzed enantioselective addition of Et2Zn to α-ketoesters has been developed. The steric tuning of two amidinate units as well as multiple coordination on the Zn atoms play a key role in achieving high enantioselectivity (up to 98% ee) and unique chemoselectivity. The present catalyst exhibited the preferential alkylation of α-ketoesters even in the presence of aldehydes.

Silica-supported HClO4 promotes catalytic solvent- and metal-free O-H insertion reactions with diazo compounds

Solvent-free O-H insertion reactions in the presence of diazo carbonyl compounds were carried-out in very mild conditions. Unlike the traditional metal-catalysed version, employing rhodium acetate dimer, this method uses eco-friendly silica-supported HClO4 as the catalyst. Only 0.3 mol% of this Br?nsted acid catalyst, that can also be recycled several times, is necessary to guarantee very good yields (up to 97%) in the O-H insertion reactions. Reaction set-up is simple and permitted the preparation of forty-three α-hydroxy and α-alkoxy esters/ketones in just 1 h and at room temperature.

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.

Selective ET(A) antagonists. 5. Discovery and structure-activity relationships of phenoxyphenylacetic acid derivatives

The fifth paper in this series describes the culmination of our investigations into the development of a potent and selective ETA receptor antagonist for the treatment of diseases mediated by ET-1. Receptor site mapping of several ETA antagonists prepared previously identified a common cationic binding site which prompted synthesis of phenoxyphenylacetic acid derivative 13a, which showed good in vitro activity (IC50 59 nM, rat aortic ET(A)). Optimization of 13a led to the identification of 27b, which exhibited an IC50 of 4 nM. Although this did not translate into the expected in vivo potency, a compound of comparable in vitro activity, 27a (RPR118031A), showed a far better pharmacokinetic profile and in vivo potency (75 μmol/kg) and was duly proposed and accepted as a development candidate.

Synthesis of Chiral α-Aryl-α-Hydroxyacetic Acids: Substituent Effects in Pig Liver Acetone Powder (PLAP) Induced Enantioselective Hydrolysis

Pig liver acetone powder (PLAP) catalyzed hydrolysis of alkyl α-acetoxy-α-arylacetates produces alkyl (S)-α-aryl-α-hydroxyacetates in 23-80percent enantiomeric purities.Enantioselectivity is dependent on the ester group of O-acetylmandelates.Substitution on the aromatic ring results in inferior selectivities.Only acetate group is hydrolyzed by PLAP while the ester functionality is found to be completely intact.

Benzothiazine derivatives

Benzothiazine derivatives of the formula I STR1 with (R(1), R(1)', R(1)", R(4) and R(4)' equal to hydrogen, alkyl, alkoxy, halogen, nitro, hydroxyl, acetamido or amino; R(2) equal to hydrogen, alkyl, alkenyl, phenyl; R(3) equal to hydrogen, alkyl, alkenyl, phenyl; R(5) equal to hydrogen or (C1 -C3)-alkyl; R(6) equal to one of the following groups, STR2 with R(7) and R(8) equal to hydrogen, alkyl, cycloalkyl, phenyl; R(9) equal to hydrogen, alkyl, phenyl, pyridyl, pyrimidinyl or benzoyl; R(10) equal to hydrogen, alkyl, phenyl; R(11) equal to hydrogen, hydroxyl, alkoxy or, together with R(12), a bond; and R(12) equal to hydrogen or, together with R(11), a bond; m equal to 1, 2, 3 or 4; n equal to 0 or 1; p equal to 0, 1, 2, 3 or 4, and X equal to oxygen or two hydrogen atoms, and salts of the compounds of the formula I with physiologically tolerated acids and a process for the preparation of compounds I, likewise a method of treatment of disturbances of the calcium balance of a human body are described.