39600-31-2

Usage

Uses

Used in Pharmaceutical Industry:
4-[[4-(Acetyloxy)-3-methoxyphenyl]methylene]-2-methyloxazol-5(4H)-one is used as an intermediate in the synthesis of Vanillactic Acid (V097200), a metabolite of dihydroxyphenylalanine (DOPA) (D533751, L-DOPA). L-DOPA is a natural isomer of the immediate precursor of dopamine, which is an important neurotransmitter in the brain. 4-[[4-(Acetyloxy)-3-methoxyphenyl]methylene]-2-methyloxazol-5(4H)-one plays a crucial role in the treatment of various neurological disorders, such as Parkinson's disease.
Used in Chemical Synthesis:
4-[[4-(Acetyloxy)-3-methoxyphenyl]methylene]-2-methyloxazol-5(4H)-one is also used as a building block in the synthesis of other complex organic molecules. Its unique structure allows for further functionalization and modification, making it a valuable component in the development of new pharmaceuticals, agrochemicals, and other specialty chemicals.

InChI:InChI=1/C14H13NO5/c1-8-15-11(14(17)19-8)6-10-4-5-12(20-9(2)16)13(7-10)18-3/h4-7H,1-3H3

Upstream product

• 108-24-7 acetic anhydride 
• 121-33-5 vanillin 
• 543-24-8 N-acetylglycine 
• 881-68-5 vanillin acetate 

Downstream Products

• 32954-41-9 β-(3-methoxy-4-acetoxyphenyl)-α-acetamidoacrylic acid 
• 1384247-65-7 N-benzyl-2-(acetamido)-3-(4-hydroxy-3-methoxyphenyl)acrylamide 
• 1384247-35-1 4-(4-hydroxy-3-methoxybenzylidene)-1-benzyl-2-methylimidazol-5-one 
• 1384247-42-0 4-(4-hydroxy-3-methoxybenzylidene)-1,2-dimethylimidazol-5-one 
• 68706-13-8 S,S-m-methoxy-p-acetoxy-N-acetylphenylalanine α-phenylethylamide 
• 59-92-7 levodopa 
• 100116-84-5 (2RS,3RS)-2-acetylamino-2-chloro-3-hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-propionic acid 
• 7636-26-2 3-methoxy-DL-tyrosine 
• 1081-71-6 3-(4-hydroxy-3-methoxyphenyl)-2-oxopropanoic acid 
• 306-08-1 Homovanillic acid 

Relevant academic research and scientific papers

Enol tautomer of the acetate ester of 3-methoxy-4-hydroxyphenylpyruvic acid: Crystallographic and NMR spectroscopic evidence

The para acetate ester azlactone of vanillin 2 was synthesized from vanillin 1 and hydrolyzed with sodium hydroxide. The yielded product 3 was investigated with X-ray crystallographic and nuclear magnetic resonance techniques. Compound 3 crystallized in t

Mechanistically Guided One Pot Synthesis of Phosphine-Phosphite and Its Implication in Asymmetric Hydrogenation

Although hybrid bidentate ligands are known to yield highly enantioselective products in asymmetric hydrogenation (AH), synthesis of these ligands is an arduous process. Herein, a one pot, atom-economic synthesis of a hybrid phosphine-phosphite (L1) is reported. After understanding the reactivity difference between an O-nucleophile versus C-nucleophile, one pot synthesis of Senphos (L1) was achieved (72 %). When L1 was treated with [Rh], 31P NMR revealed bidentate coordination to Rh. Senphos, in the presence of rhodium, catalyzes the AH of Methyl-2-acetamido-3-phenylacrylate and discloses an unprecedented turn over frequency of 2289, along with excellent enantio-selectivity (92 %). The generality is demonstrated by hydrogenating an array of alkenes. The AH operates under mild conditions of 1–2 bar H2 pressure, at room temperature. The practical relevance of L1 is demonstrated by scaling-up the reaction to 1 g and by synthesizing DOPA, a drug widely employed for the treatment of Parkinson's disease. Computational insights indicate that the R isomer is preferred by 3.8 kcal/mol over the S isomer.

Facile synthesis of 4-arylidene-5-imidazolinones as synthetic analogs of fluorescent protein chromophore

A facile and effective synthesis for a wide variety of 4-arylidene-5- imidazolinone derivatives was developed. 4-Arylidene-5-oxazolinones were prepared by Erlenmeyer azlactone synthesis from N-acylglycines and arylaldehydes. The ring-opening reactions of the 4-arylidene-5-oxazolinones with primary amines afforded 2-acylamino-3-arylacrylamides in excellent yields. A new dehydrative cyclization of the 2-acylamino-3-arylacrylamides in pyridine under reflux furnished the corresponding 4-arylidene-5-imidazolinones in good yields.

SUBSTITUTED BETA-PHENYL-ALPHA-HYDROXY PROPANOIC ACID, SYNTHESIS METHOD AND USE THEREOF

The present invention relates to a compound of the formula (I), wherein R1, R2 and R3 are each independently selected from H, OH, F, Cl, Br, methoxy and ethoxy; or alternatively, R1 and R2 together form -OCH2O-, R3 is selected from H, OH, methoxy, ethoxy and halogens; R4 is OH or acyloxy; R5 is cycloalkoxyl, amino and substituted amino, and when R5 is selected from amino, at least one of R1, R2 and R3 is not H. The present invention further relates to a process for synthesizing a compound of the formula (I), and use of the compound of the formula (I) in the manufacture of a medicament for the prevention or treatment of cardiovascular or cerebrovascular diseases.