68262-20-4

Usage

Uses

Used in Pharmaceutical Industry:
Benzenepropanoic acid, 3-Methoxy-.alpha.-oxois used as an intermediate in the synthesis of pharmaceuticals for its potential as an anti-inflammatory and analgesic agent. Its antioxidant properties also make it a promising candidate for the development of new drugs for various medical conditions.
Used in Organic Compounds Synthesis:
This chemical compound is used as an intermediate in the synthesis of other organic compounds, contributing to the development of new products and innovations in the chemical industry.

InChI:InChI=1/C10H10O4/c1-14-8-4-2-3-7(5-8)6-9(11)10(12)13/h2-5H,6H2,1H3,(H,12,13)

Upstream product

• 82301-53-9 4-(3-methoxybenzylidene)-2-phenyl-5-oxazolone 
• 591-31-1 3-methoxy-benzaldehyde 
• 543-24-8 N-acetylglycine 
• 461-72-3 2,4-imidazolidinedione 
• 52036-20-1 5-(3-methoxy-benzylidene)-imidazolidine-2,4-dione 
• 41888-64-6 (Z)-2-methyl-4-(3-methoxybenzylidene)-5(4H)-oxazolone 

Downstream Products

• 114926-78-2 (+/-)-1-(3-methoxybenzyl)-1,2,3,4-tetrahydro-β-carboline 
• 6380-20-7 3-isopropylanisole 
• 1798-09-0 m-methoxyphenylacetic acid 
• 1529781-51-8 3-(4-bromophenyl)-6-(3-methoxybenzyl)-7H-thiazolo[3,2-b]-[1,2,4]triazin-7-one 
• 1529781-52-9 3-(4-chlorophenyl)-6-(3-methoxybenzyl)-7H-thiazolo[3,2-b]-[1,2,4]triazin-7-one 

Relevant academic research and scientific papers

Chemoenzymatic synthesis of L-3,4-dimethoxyphenyl-alanine and its analogues using aspartate aminotransferase as a key catalyst

In this study, a chemoenzymatic synthesis method for the production of L-3,4-dimethoxyphenyl-alanine and its analogues from phenylpyruvate derivatives was developed. The aspartate aminotransferase from Escherichia coli was engineered by error prone PCR and the improved variants were identified. When 3, 4-dimethoxy phenylpyruvate was added by fed-batch on a preparative scale, L-3,4-dimethoxyphenyl-alanine was formed in 95.4% conversion and > 99% ee with the best aspartate aminotransferase variant as the catalyst. This study provided an efficient method for the production of methoxy substituted phenylalanines using the engineered aspartate aminotransferase.

Bio-inspired enantioselective full transamination using readily available cyclodextrin

The mimics of vitamin B6-dependent enzymes that catalyzed an enantioselective full transamination in the pure aqueous phase have been realized for the first time through the establishment of a new “pyridoxal 5′-phosphate (PLP) catalyzed non-covalent cyclodextrin (CD)-keto acid inclusion complexes” system, and various optically active amino acids have been obtained.

Potent, selective tetrahydro-β-carboline antagonists of the serotonin 2B (5HT(2B)) contractile receptor in the rat stomach fundus

A series of potent, selective 5HT(2B) receptor antagonists has been identified based upon yohimbine, with SAR studies resulting in a 1000-fold increase in 5HT(2B) receptor affinity relative to the starting structure (- log K(B)s > 10.0 have been obtained). These high-affinity tetrahydro-β- carboline antagonists are able to discriminate among the 5HT2 family of serotonin receptors, with members of the series showing selectivities of more than 100-fold versus both the 5HT(2A) and 5HT(2C) receptors based upon radioligand binding and functional assays. As the first compounds reported with such selectivity and enhanced receptor affinity, these tetrahydro-β- carboline antagonists are useful tools for elucidating the role of serotonin acting at the 5HT(2B) receptor in normal and disease physiology.

An expedient synthesis of isopropyl anisoles and veratroles

Isopropyl-substituted anisoles and veratroles were obtained in high yields (89-93%) on the aqueous work-up of the reaction of 3-(methoxyphenyl)-2-oxopropanoic acids with iodomethane and potassium hydroxide in dimethyl sulfoxide.

Reactions of Trialkylsilyl Trifluoromethanesulfonates XI. - Synthesis of α-Oxocarboxylic Acid Derivatives from 2-O-Functionalized Trimethylsilyl Ketene Acetals

The cyclic ketene acetals 3, 5 are prepared from the dioxolanone 2 resp. the oxazolidinediones 4 by silylation with trimethylsilyl triflate (1)/triethylamine.In an aldol addition/Peterson olefination reaction catalysed by 1 the ketene acetals 3, 5 yield the (E/Z)-benzylidene derivatives 7, 12, 13 in reaction with aromatic aldehydes 6.In a side reaction the α-(trimethylsilyl)benzylidene derivatives 8 are formed from 3 and 6.Compounds 7 can be hydrolysed to yield α-ketocarboxylic acids 14.The latter are also obtained via β-elimination of trimethylsilanol from 2,3-bis(trimethylsiloxy)carboxylic acid anhydride/DMAP/pyridine. Key Words: 1,3-Dioxolanes / 1,3-Oxazolidines / α-Oxocarboxylic acids

PHARMACOLOGICALLY ACTIVE TRIAZINONES

The compounds are substituted 1,2,4-triazin-5-ones which are histamine H 2-antagonists. Two specific compounds of the present invention are 3-2-(5-methyl-4-imidazolylmethylthio)ethylamino!-6-(3-methoxybenzyl)-1,2, 4-tr iazin-5-one and 3-2-(5-methyl-4-imidazolylmethylthio)ethylamino!-6-(3-pyridylmethyl)-1,2,4-tr iazin-5-one.