166449-97-4

Basic information

• Product Name: (R)-b-(p-chlorophenyl)alanineethylester
• Synonyms: (R)-b-(p-chlorophenyl)alanineethylester
• CAS NO: 166449-97-4
• Molecular Weight: 227.691
• Mol File: 166449-97-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (R)-b-(p-chlorophenyl)alanineethylester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-b-(p-chlorophenyl)alanineethylester(166449-97-4)
• EPA Substance Registry System: (R)-b-(p-chlorophenyl)alanineethylester(166449-97-4)

Safety Data

• Hazardous Substances Data: 166449-97-4(Hazardous Substances Data)

Usage

General Description

(R)-b-(p-chlorophenyl)alanineethylester is a chemical compound consisting of an ester of b-(p-chlorophenyl)alanine, an amino acid derived from phenylalanine. (R)-b-(p-chlorophenyl)alanineethylester is commonly used as a building block in peptide synthesis and pharmaceutical research. It has been studied for its potential pharmacological properties, particularly in relation to its use as an antidepressant and a potential treatment for central nervous system disorders. Its unique structure and properties make it a valuable tool in the development of new drugs and therapies.

Upstream product

• 52031-05-7 2-amino-3-(4-chlorophenyl)propionic acid ethyl ester hydrochloride 
• 7424-00-2 DL-Phe(4Cl) 
• 29622-19-3 (±)-ethyl 2-amino-3-(4-chlorophenyl)propanoate 

Relevant articles and documents

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.