62372-08-1

Basic information

• Product Name: Carbamic acid, [2-(4-hydroxyphenyl)ethyl]-, methyl ester
• Synonyms: 4-hydroxyphenyl-2-ethylcarbamic acid methyl ester;methyl 4-hydroxyphenethylcarbamate
• CAS NO: 62372-08-1
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• Mol File: 62372-08-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [2-(4-hydroxyphenyl)ethyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [2-(4-hydroxyphenyl)ethyl]-, methyl ester(62372-08-1)
• EPA Substance Registry System: Carbamic acid, [2-(4-hydroxyphenyl)ethyl]-, methyl ester(62372-08-1)

Safety Data

• Hazardous Substances Data: 62372-08-1(Hazardous Substances Data)

Upstream product

• 51-67-2 tyrosamine 
• 79-22-1 methyl chloroformate 
• 55-81-2 4-Methoxyphenethylamine 
• 91247-71-1 2-4-methoxyphenylethylcarbamic acid methyl ester 
• 60-19-5 tyramine hydrochloride 
• 616-38-6 carbonic acid dimethyl ester 
• 124-38-9 carbon dioxide 
• 18107-18-1 diazomethyl-trimethyl-silane 

Downstream Products

• 22246-05-5 7-hydroxy-3,4-dihydro-1-oxo-2(1H)-isoquinoline 
• 62372-09-2 methyl [2-(3,5-dibromo-4-hydroxyphenyl)ethyl]carbamate 

Relevant articles and documents

MAO-B SELECTIVE INHIBITOR COMPOUNDS, PHARMACEUTICAL COMPOSITIONS THEREOF AND USES THEREOF

Described herein are a series of compounds having the structure of Formula I for use in the inhibition of MAO and uses thereof for the treatment of a barrier disease, obesity, solid epithelial cell tumor metastasis, diabetes, an auto-immune and inflammatory disease or a cardiometabolic disorder.

Activation of electrophilicity of stable Y-delocalized carbamate cations in intramolecular aromatic substitution reaction: Evidence for formation of diprotonated carbamates leading to generation of isocyanates

Although cations with three heteroatoms, such as monoprotonated guanidine and urea, are stabilized by Y-shaped conjugation and such Y-conjugated cations are sufficiently basic to be further protonated (or protosolvated) to dications in strongly acid media, only O-monoprotonated species have been detected in the case of carbamates even in magic acid. We found that the trifluoromethanesulfonic acid-catalyzed cyclization of arylethylcarbamates proceeds to afford dihydroisoquinolones in high yield. In strong acids, methyl carbamates are fully O-monoprotonated, and these monocations do not undergo cyclization even under heating. But, as the acidity of the reaction medium is further increased, the cyclization reaction of methyl phenethylcarbamates starts to proceed as a first-order reaction, with a linear relationship between rate and acidity. The sign and magnitude of the entropy of activation ΔS ? were found to be similar to those of other AAc1 reactions. These results strongly support the idea that further protonation of the O-protonated carbamates is involved in the cyclization, but the concentration of the dications is very low and suggests that the rate-determining step is dissociation of methanol from the diprotonated carbamate to generate protonated isocyanate, which reacts with the aromatic ring. Therefore, O-protonated carbamates are weak bases in sharp contrast to other Y-shaped monocations.

Trapping of carbamic acid species with (trimethylsilyl)diazomethane

Methoxycarbonylation of a variety of amines into the corresponding methyl carbamates was accomplished by allowing them to react with (trimethylsilyl) diazomethane TMSCHN2 under bubbling of CO2. The reaction was performed at room temperature for a period of ca. 2 h in benzene-MeOH (4/1 v/v), which was the solvent of choice. In this mixed solvent, undesirable bicarbonate is formed in equilibrium along with carbamate anion. Owing to the irreversibility in the esterification step by TMSCHN2, however, the yield of methyl carbamate can reach very high.