54845-40-8

Basic information

• Product Name: α-Hydroxy-3-methoxybenzeneacetic acid methyl ester
• Synonyms: α-Hydroxy-3-methoxybenzeneacetic acid methyl ester;methyl 2-hydroxy-2-(3-methoxyphenyl)acetate
• CAS NO: 54845-40-8
• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.19988
• Mol File: 54845-40-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 312.5°Cat760mmHg
• Flash Point: 121.2°C
• Appearance: /
• Density: 1.192g/cm³
• Vapor Pressure: 0.000224mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: α-Hydroxy-3-methoxybenzeneacetic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: α-Hydroxy-3-methoxybenzeneacetic acid methyl ester(54845-40-8)
• EPA Substance Registry System: α-Hydroxy-3-methoxybenzeneacetic acid methyl ester(54845-40-8)

Safety Data

• Hazardous Substances Data: 54845-40-8(Hazardous Substances Data)

Usage

General Description

α-Hydroxy-3-methoxybenzeneacetic acid methyl ester, also known as vanillylmandelic acid methyl ester, is a chemical compound that is often used as a biomarker for the diagnosis and monitoring of certain neuroendocrine tumors, such as pheochromocytoma and neuroblastoma. It is derived from the metabolism of catecholamines, such as adrenaline and noradrenaline, and is excreted in the urine. The measurement of vanillylmandelic acid methyl ester levels in urine can provide valuable information about the presence and activity of these tumors, helping in their diagnosis and management. Additionally, it is also used in research and clinical settings to study the effects of catecholamine metabolism and its implications in various physiological and pathological conditions. Overall, vanillylmandelic acid methyl ester is an important chemical marker for the assessment of neuroendocrine tumors and has significant clinical and research applications.

InChI:InChI=1/C10H12O4/c1-13-8-5-3-4-7(6-8)9(11)10(12)14-2/h3-6,9,11H,1-2H3

Upstream product

• 67-56-1 methanol 
• 32174-39-3 3-methoxymandelic acid 
• 93554-98-4 3-methoxy-α-[(trimethylsilyl)oxy]benzeneacetonitrile 
• 53313-94-3 m-methoxymandelonitrile 
• 151-50-8 potassium cyanide 
• 591-31-1 3-methoxy-benzaldehyde 
• 83585-22-2 methyl 2-(3-methoxyphenyl)-2-oxoacetate 
• 557-20-0 diethylzinc 

Downstream Products

• 83585-22-2 methyl 2-(3-methoxyphenyl)-2-oxoacetate 
• 86215-57-8 bromo-(3-methoxy-phenyl)-acetic acid methyl ester 
• 134432-62-5 Methyl 2-(3-methoxyphenyl)-2-(4,6-dimethoxy-2-pyrimidinyloxy)acetate 
• 66560-13-2 (1R,2S)-1-(3-Methoxy-phenyl)-cyclopropane-1,2-dicarboxylic acid dimethyl ester 
• 77053-82-8 (1R,2S)-1-(3-Methoxy-phenyl)-cyclopropane-1,2-dicarboxylic acid 
• 66505-06-4 1-(m-methoxyphenyl)-1,2-cyclopropanedicarboximide 
• 86215-42-1 1-(m-methoxyphenyl)-3-methyl-3-azabicyclo[3.1.0]hexane 
• 83177-57-5 1-(3-methoxyphenyl)-3-azabicyclo[3.1.0]hexane 
• 21150-12-9 (R)-m-Methoxymandelic acid 
• 32345-57-6 hydroxy-(3-methoxy-phenyl)-acetic acid methyl ester 

Relevant articles and documents

Silyl Cyanopalladate-Catalyzed Friedel-Crafts-Type Cyclization Affording 3-Aryloxindole Derivatives

3-Aryloxindole derivatives were synthesized through a Friedel-Crafts-type cyclization. The reaction was catalyzed by a trimethylsilyl tricyanopalladate complex generated in situ from trimethylsilyl cyanide and Pd(OAc) 2. Wide varieties of diethyl phosphates derived from N -arylmandelamides were converted almost quantitatively into oxindoles. When N, N -dibenzylamide was used instead of an anilide substrate, a benzo-fused δ-lactam was obtained. An oxindole product was subjected to substitution reactions to afford 3,3-diaryloxindoles with two different aryl groups.

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.

Enantioselectivity of carbonic anhydrase catalyzed hydrolysis of mandelic methyl esters

We report the first enantioselective hydrolysis of esters catalyzed by caebonic anhydrase.We found that mandelic methyl esters are good substrates for carbonic anhydrase.The R enantiomers are better substrates and enantiomeric excess values are moderate (40-51percent).