14304-68-8

Basic information

• Product Name: N-Acetyl-α-phenylglycine ethyl ester
• Synonyms: N-Acetyl-α-phenylglycine ethyl ester
• CAS NO: 14304-68-8
• Molecular Weight: 221.256
• Mol File: 14304-68-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: N-Acetyl-α-phenylglycine ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-Acetyl-α-phenylglycine ethyl ester(14304-68-8)
• EPA Substance Registry System: N-Acetyl-α-phenylglycine ethyl ester(14304-68-8)

Safety Data

• Hazardous Substances Data: 14304-68-8(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 14257-84-2 N-acetyl-α-phenylglycine 
• 1445-45-0 Trimethyl orthoacetate 
• 5143-71-5 ethyl 2-(formyl-amino)-3-phenylpropanoate 
• 60-35-5 acetamide 
• 22065-57-2 ethyl 2-phenyldiazoacetate 
• 162247-62-3 4-Ethoxycarbonyl-2-methyl-4,5-dihydro-1,3-oxazol-5-one 
• 3076-54-8 phenyllead(IV) triacetate 
• 54681-67-3 2-acetamido-3-ethoxy-3-oxopropanoic acid 
• 101-97-3 Ethyl 2-phenylethanoate 
• 6097-58-1 ethyl 2-phenyl-2-aminoacetate 
• 108-24-7 acetic anhydride 
• 75-05-8 acetonitrile 

Downstream Products

• 14190-09-1 N-acetyl-α-(D)-phenylglycine ethyl ester 
• 14257-84-2 (S)-N-acetyl-2-phenylglycine 
• 2522-79-4 amino-(4-sulfamoyl-phenyl)-acetic acid 
• 93961-33-2 2-methyl-4-phenyl-5-ethoxy-1,3-oxazole 

Relevant articles and documents

Synthesis and preliminary anti-inflammatory and anti-bacterial evaluation of some diflunisal aza-analogs

Our aim was to identify new multi-target compounds endowed with both anti-inflammatory and anti-bacterial activities for treatment of human infections. Diflunisal, a nonsteroidal anti-inflammatory agent, has recently been repurposed for its anti-virulence properties against methicillin-resistant Staphylococcus aureus. Effective synthesis of some aza-analogs of the anti-inflammatory drug diflunisal was carried out following the route involving key oxazole intermediates to obtain o- and m-hydroxypyridinecarboxylic acid derivatives. The newly synthesized diflunisal aza-analogs did not exhibit cytotoxic activity up to 80 μM and some of them exhibited anti-inflammatory activities, decreasing the levels of pro-inflammatory cytokines and prostaglandins induced by bacterial lipopolysaccharide in human primary macrophages. Ten of the diflunisal aza-analogs were found to have interesting antibacterial activity, sensitizing S. aureus, Streptococcus pyogenes, Enterococcus faecium, and Pseudomonas aeruginosa to the antibacterial effects of beta-lactam antibiotics and protein synthesis inhibitors.

Resolution of N-protected amino acid esters using whole cells of Candida parapsilosis ATCC 7330

Whole cells of Candida parapsilosis ATCC 7330 were used for the resolution of N-acetyl amino acid esters. Excellent enantioselectivities (E = 40 to >500) were achieved for the resolution of N-protected protein and non-protein amino acid esters giving good yields (28-50%) and high enantiomeric excesses (up to >99%) for both enantiomers.

Reaction of organolead triacetates with 4-ethoxycarbonyl-2-methyl-4,5-dihydro-1,3-oxazol-5-one. The synthesis of α-aryl- and α-vinyl-N-acetylglycines and their ethyl esters and their enzymic resolution

4-Ethoxycarbonyl-2-methyl-4,5-dihydro-1,3-oxazol-5-one 7, which may be readily obtained from diethyl acetamidomalonate, undergoes high-yielding arylation and vinylation at the 4-position with organolead triacetates to give compounds which may be hydrolysed to give either the α-aryl- or α-vinyl-N-acetylglycine or the corresponding ethyl ester. The kinetic resolution of a number of these derivatives by enzymic hydrolysis of either the amide or ester function has been demonstrated.