95585-78-7

Basic information

• Product Name: L-Phenylalanine, 1-methylethyl ester, hydrochloride
• CAS NO: 95585-78-7
• Molecular Formula: C12H17NO2.ClH
• Molecular Weight: 243.733
• Mol File: 95585-78-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, 1-methylethyl ester, hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, 1-methylethyl ester, hydrochloride(95585-78-7)
• EPA Substance Registry System: L-Phenylalanine, 1-methylethyl ester, hydrochloride(95585-78-7)

Safety Data

• Hazardous Substances Data: 95585-78-7(Hazardous Substances Data)

Upstream product

• 22598-56-7 isopropyl chlorosulfite 
• 63-91-2 L-phenylalanine 
• 247178-99-0 isopropyl (S)-2-tert-butoxycarbonylamino-3-phenylpropanoate 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 67-63-0 isopropyl alcohol 

Relevant articles and documents

Synthesis and antimicrobial activities of novel sorbic and benzoic acid amide derivatives

A series of sorbic and benzoic acid amide derivatives were synthesized by conjugating sorbic acid (SAAD, a1–a7) or benzoic acid (BAAD b1–b6) with amino acid esters and their antimicrobial activities were investigated against Escherichia coli, Bacillus subtilis and Staphylococcus aureus, mixed bacteria from rancid milk, Saccharomyces cerevisiae, and Aspergillus niger. The antimicrobial activity of sorbic acid amides was better than that of benzoic acid amides. The minimum inhibitory concentrations (MIC) of compound isopropyl N-[1-oxo-2, 4-hexadien-1-yl]-L-phenylalaninate (a7) were 0.17 mM against B. subtilis, and 0.50 mM against S. aureus, while the MIC values of sorbic acid were more than 2 mM respectively. Also, compound a7 displayed pH-independent antimicrobial activity in the range of pH 5.0–9.0 and was effective at pH 9.0. These results demonstrated that the conjugation of sorbic acid with amino acid esters led to significant improvement of in vitro antimicrobial attributes, but little effect was observed for benzoic acid amide derivatives.

Discovery of 2'-α-C-Methyl-2'-β-C-fluorouridine Phosphoramidate Prodrugs as Inhibitors of Hepatitis C Virus

2′-α-C-Methyl-2′-β-C-fluorouridine and its phosphoramidate prodrugs were synthesized and evaluated for their inhibitory activity against HCV. The structure?activity relationship analysis of the phosphoramidate moiety found that 17m, 17q, and 17r exhibit potent activities against HCV, with EC50 values of 1.82 ± 0.19, 0.88 ± 0.12, and 2.24 ± 0.22 μM, respectively. The docking study revealed that the recognition of the 2′-β-F by Arg158, 3′-OH by N291, and the Watson?Crick pairing with the template allowed 23 to form the in-line conformation necessary for its incorporation into the viral RNA chain.

Chiral recognition of carboxylates by a static library of thiourea receptors with amino acid arms

Chiral recognition is based on a large network of very subtle interactions whose outcome is difficult to predict. A combinatorial approach is therefore the most suitable to search for the most efficient receptor and obtain a structure-enantioselectivity correlation. We synthesized a set of 12 receptors constructed with 1,9-diaminoantracene and α-amino acid esters, linked via thiourea groups. The association constants and enantioselectivities for the complexes with mandelate and N-acetylphenylalanine were determined by competitive NMR titrations. Association constants quite regularly depend on the substituents in the receptor structure, but the distribution of enantioselectivities across the library could not easily be rationalized.