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

Uses

Methyl (2S)-2-amino-2-(4-hydroxyphenyl)acetate acts as a reagent in the synthesis of Amoxicillin, an antibiotic for the treatment of bacterial infection.

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

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

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.

4-Amino cyclohexylglycine analogues as potent dipeptidyl peptidase IV inhibitors

Substituted 4-amino cyclohexylglycine analogues were evaluated for DP-IV inhibitory properties. Bis-sulfonamide 15e was an extremely potent 2.6 nM inhibitor of the enzyme with excellent selectivity over all counterscreens. 2,4-Difluorobenzenesulfonamide 1