26531-82-8

Basic information

• Product Name: Methyl(2S)-2-amino-2-(4-hydroxyphenyl)acetate
• Synonyms: Methyl(2S)-2-amino-2-(4-hydroxyphenyl)acetate;L-p-Hydroxyphenylglycine Methyl ester;Amino-(4-hydroxy-phenyl)-acetic acid methyl ester
• CAS NO: 26531-82-8
• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 181.18854
• Mol File: 26531-82-8.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 303.17°C at 760 mmHg
• Flash Point: 137.152°C
• Appearance: /
• Density: 1.249g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.57
• Storage Temp.: 2-8°C(protect from light)
• PKA: 9.74±0.26(Predicted)
• CAS DataBase Reference: Methyl(2S)-2-amino-2-(4-hydroxyphenyl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl(2S)-2-amino-2-(4-hydroxyphenyl)acetate(26531-82-8)
• EPA Substance Registry System: Methyl(2S)-2-amino-2-(4-hydroxyphenyl)acetate(26531-82-8)

Safety Data

• Hazardous Substances Data: 26531-82-8(Hazardous Substances Data)

Usage

Description

Methyl(2S)-2-amino-2-(4-hydroxyphenyl)acetate is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceuticals. It is characterized by its unique molecular structure, which includes a methyl group, an amino group, and a hydroxyl group attached to a phenyl ring. Methyl(2S)-2-amino-2-(4-hydroxyphenyl)acetate plays a significant role in the development of medications, particularly in the field of antibiotics.

Uses

Used in Pharmaceutical Industry:
Methyl(2S)-2-amino-2-(4-hydroxyphenyl)acetate is used as a key reagent for the synthesis of Amoxicillin, a widely prescribed antibiotic. Amoxicillin is effective in treating a range of bacterial infections, including respiratory, urinary, and skin infections. The compound's role in the production of Amoxicillin highlights its importance in the pharmaceutical industry, as it contributes to the development of life-saving medications.

InChI:InChI=1/C9H11NO3/c1-13-9(12)8(10)6-2-4-7(11)5-3-6/h2-5,8,11H,10H2,1H3/t8-/m0/s1

Upstream product

• 4744-10-9 dimethoxypropane 
• 32462-30-9 (S)-hydroxyphenylglycine 
• 43189-12-4 (R)-methyl 2-amino-2-(4-hydroxyphenyl)acetate 
• 67-56-1 methanol 
• 6324-01-2 p-hydroxyphenylglycine 

Downstream Products

• 1073560-67-4 C₃₇H₄₀N₆O₆S₂ 
• 1073560-66-3 C₃₃H₃₃N₅O₅S₂ 
• 1073560-63-0 C₁₆H₁₉NO₅ 
• 463349-85-1 methyl (2S)-[(tert-butoxycarbonyl)amino](4-hydroxycyclohexyl)ethanoate trans-isomer 
• 667898-96-6 methyl (2S)-[(tert-butoxycarbonyl)amino](4-hydroxycyclohexyl)ethanoate cis-isomer 
• 1193343-34-8 (4-hydroxyphenyl){[5-(2-methylbenzothiazol-5-yloxymethyl)isoxazole-3-carbonyl]-(S)-amino}acetic acid methyl ester 
• 160538-43-2 (R)-Benzyloxycarbonylamino-(4-hydroxy-3,5-diiodo-phenyl)-acetic acid methyl ester 
• 189266-11-3 (S)-{(R)-2-Acetylamino-3-[6-[5-(tert-butoxycarbonylamino-methyl)-2,3-dimethoxy-phenyl]-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionylamino}-(3,5-dichloro-4-hydroxy-phenyl)-acetic acid methyl ester 
• 473577-92-3 Benzo[1,3]dioxole-5-carboxylic acid [(S)-(4-hydroxy-phenyl)-methylcarbamoyl-methyl]-amide 
• 473578-16-4 L-2-[(benzo[1,3]dioxol-5-ylmethylene)amino]-2-(4'-hydroxyphenyl)-N-methylacetamide 

Relevant articles and documents

3-PHOSPHOGLYCERATE DEHYDROGENASE INHIBITORS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same.

Using ionic liquid [EMIM][CH3COO] as an enzyme-'friendly' co-solvent for resolution of amino acids

An ionic liquid (IL), 1-ethyl-3-methylimidazolium acetate [EMIM][CH3COO], was used in 0-4.0 M (～60% IL, v/v), as a nonvolatile organic medium for the enzymatic resolution of amino acids. When dl-phenylalanine methyl ester was studied as a model substrate, high enantiomeric excesses (ee) of l-amino acid were obtained in all ionic concentrations; however, lower yields were observed at high IL concentrations. This IL is more enzyme-'friendly' than the hydrophilic organic solvent acetonitrile and those ILs containing chaotropic anions (such as [EMIM][OTs]). Among three proteases and two lipases investigated, lyophilized Bacillus licheniformis protease exhibited the best enantioselectivity and activity. Highly enantioselective resolutions were also produced for several other amino acids in 2.0 M IL. Interestingly, high ee were also found in deuterium oxide (D2O) rather than in ordinary water, and a further enhancement was achieved with the co-existence of [EMIM][CH3COO]. The heavy water effect was explained in terms of protein stabilization by D2O. The secondary structural changes of enzyme in various media were interpreted by the second derivatives of FT-IR spectra.

The anandamide membrane transporter. Structurea€"activity relationships of anandamide and oleoylethanolamine analogs with phenyl rings in the polar head group region

A new series of arachidonic and oleic acids derivatives, most of which with aromatic moieties in the head group region, has been synthesized and evaluated as inhibitors of anandamide uptake. A new series of anandamide and N-oleoylethanolamine analogs, most of which with aromatic moieties in the head group region, has been synthesized and evaluated as inhibitors of anandamide uptake. Some of them efficaciously inhibit the uptake process with Ki values in the low micromolar range (2.4-21.2 μM). Strict structural requisites are needed to observe a significant inhibition and in no case inhibition of fatty acid amidohydrolase overlaps with inhibition of anandamide uptake.