53498-60-5

Usage

Uses

Used in Pharmaceutical Industry:
AKOS B013939 is used as a key intermediate for the synthesis of a variety of biologically active compounds, contributing to the development of drugs and compounds for therapeutic applications.
AKOS B013939 is used as a precursor for the synthesis of anti-cancer medications, aiding in the development of drugs that target and treat various types of cancer.
AKOS B013939 is used as a precursor for the synthesis of anti-inflammatory drugs, helping in the creation of medications that alleviate inflammation and reduce pain.
AKOS B013939 is used as a precursor for the synthesis of anti-bacterial compounds, playing a crucial role in the development of medications that combat bacterial infections.

InChI:InChI=1/C11H14O4/c1-11(2,10(12)13)15-9-7-5-4-6-8(9)14-3/h4-7H,1-3H3,(H,12,13)

Upstream product

• 90-05-1 2-methoxy-phenol 
• 57-15-8 1,1,1-trichloro-2-methyl-2-propanol 
• 67-66-3 chloroform 
• 67-64-1 acetone 
• 2052-01-9 2-bromo-2-methylpropionic acid 

Downstream Products

• 116762-23-3 2-(2-methoxyphenoxy)-2-methylpropionic acid chloride 
• 116762-28-8 2-(2-methoxyphenoxy)-2-methyl-propionyl-cyanomethylenetriphenylphosphorane 
• 80784-50-5 (2S,5R,6R)-6-[2-(2-Methoxy-phenoxy)-2-methyl-propionylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 

Relevant academic research and scientific papers

Copper-Catalyzed Synthesis of Hindered Ethers from α-Bromo Carbonyl Compounds

A catalytic method for the synthesis of sterically hindered ethers and thioethers from α-bromo carbonyl compounds and the corresponding nucleophiles using an inexpensive Cu(I) catalytic system is reported. This facile transformation takes place at ambient temperature and does not require the exclusion of air or moisture; thus, it is well-suited for the functionalization and derivatization of complex organic molecules.

Pd(II)-catalyzed ortho - Or meta-C-H olefination of phenol derivatives

A combination of weakly coordinating auxiliaries and ligand acceleration allows for the development of both ortho- and meta-selective C-H olefination of phenol derivatives. These reactions demonstrate the feasibility of directing C-H functionalizations when functional groups are distal to target C-H bonds. The meta-C-H functionalization of electron-rich phenol derivatives is unprecedented and orthogonal to previous electrophilic substitution of phenols in terms of regioselectivity. These methods are also applied to functionalize α-phenoxyacetic acids, a fibrate class of drug scaffolds.

Synthesis and preliminary antihyperlipidaemic activities evaluation of andrographolide derivatives

Recent studies indicated that andrographolide was a potential antihyperlipidaemic therapeutic agent. In the paper, the synthesis of a series of andrographolide derivatives was described and their antihyperlipidaemic activities were evaluated in vivo. As compared with TG, TC, HDL-C and LDL-C concentrations, some of the derivatives exhibited better antihyperlipidaemic effects than positive control atromide. Therein, compound 6i, which was the most potent compound, could serve as a new lead for further development of antihyperlipidaemic agents.

Electrochemically-induced spirolactonization of α-(methoxyphenoxy)alkanoic acids into quinone ketals

Anodic oxidation of two series of α-(2)- and α-(4-methoxyphenoxy)alkanoic acids were studied both at the analytical and preparative scales in order to delineate mechanistic aspects of electrochemically induced spirolactonization and to develop synthetically useful orthoquinone bis- and monoketals. Although α-monomethylated carboxylic acids and acetic acid derivatives do not undergo any spiroannulation, α-dimethylated carboxylic acids furnished spirolactones in high yields. A gem-dimethyl effect is invoked to explain these differences in cyclization capacity. Electrooxidation conditions can be selected to furnish either quinone spirolactone bis- or monoketals. Chemoselective monohydrolysis of bisketals can also be accomplished in a stepwise fashion to furnish the corresponding spirolactone monoketals, but the ortho compound unfortunately dimerized in situ via a Diels-Alder process. An ECEC pathway is proposed to rationalize the observed spirolactonizations on the basis of cyclic voltammetry analyses.