123053-23-6

Basic information

• Product Name: 4-CHLORO-L-PHENYLALANINE HCL
• Synonyms: 4-CHLORO-L-PHENYLALAINE HYDROCHLORIDE;4-CHLORO-L-PHENYLALANINE HCL;4-CHLORO-L-PHENYLALANINE HYDROCHLORIDE;(S)-2-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID HYDROCHLORIDE;(S)-4-Chlorophenylalanine Hydrochloride Salt;(S)-2-aMino-3-(4-chlorophenyl)propanoic acid hydrochloride;4-Chloro-L-phenylalanine Hydrochloride;H-Phe(4-Cl)
• CAS NO: 123053-23-6
• Molecular Formula: C9H11Cl2NO2
• Molecular Weight: 236.1
• Mol File: 123053-23-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 368.4 °C at 760 mmHg
• Flash Point: 176.6 °C
• Appearance: /
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Water (Sparingly, Sonicated)
• Stability: Hygroscopic
• CAS DataBase Reference: 4-CHLORO-L-PHENYLALANINE HCL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-L-PHENYLALANINE HCL(123053-23-6)
• EPA Substance Registry System: 4-CHLORO-L-PHENYLALANINE HCL(123053-23-6)

Safety Data

• Hazardous Substances Data: 123053-23-6(Hazardous Substances Data)

Usage

Uses

4-Chloro-L-phenylalanine Hydrochloride is used in preparation of 4-Heterocyclyl-pyrimidine compounds. as pest control agents.

InChI:InChI=1/C9H10ClNO2.ClH/c10-7-3-1-6(2-4-7)5-8(11)9(12)13;/h1-4,8H,5,11H2,(H,12,13);1H/t8-;/m0./s1

Upstream product

• 622-95-7 4-chlorobenzyl bromide 
• 20877-13-8 ethyl 2-acetylamino-3-(4-chlorophenyl)-2-cyanopropanoate 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 6941-36-2 2-acetylamino-2-(4-chlorobenzyl)malonic acid diethyl ester 
• 1068-90-2 2-acetylaminomalonic acid diethyl ester 
• 93634-57-2 2-benzoylamino-3-(4-chlorophenyl)acrylic acid 

Downstream Products

• 74444-78-3 2-Amino-3-(4-chloro-phenyl)-propionic acid butyl ester; hydrochloride 
• 14173-40-1 2-amino-3-(4-chlorophenyl)propionic acid methyl ester hydrochloride 
• 1575603-74-5 butyl 2-acetylamino-3-(4-chlorophenyl)propanoate 
• 93634-74-3 N-acetyl-(R)-3-(4-chlorophenyl)alanine methyl ester 
• 93634-74-3 methyl (S)-2-acetamido-3-(4-chlorophenyl)propanoate 
• 1575605-60-5 allyl 2-acetylamino-3-(4-chlorophenyl)propanoate 
• 1575605-43-4 butyl 2-acetylamino-3-(4-chlorophenyl)propanoate 
• 129496-71-5 methyl 2-acetylamino-3-(4-chlorophenyl)propanoate 
• 134166-72-6 D-p-chlorophenylalanine methyl ester 

Relevant articles and documents

A crystallization-induced asymmetric transformation to prepare (R)-4- chlorophenylalanine methyl ester

A second order asymmetric transformation of racemic 4- chlorophenylalanine methyl ester was achieved via salt formation with (2S,3S)-(-)-tartaric acid in the presence of salicylaldehyde to afford the desired (R)-enantiomer of 4-chlorophenylalanine methyl ester in good yield and high enantiomeric purity.

Asymmetric chemoenzymatic synthesis of N-acetyl-α-amino esters based on lipase-catalyzed kinetic resolutions through interesterification reactions

Several phenylalanine analogs have been synthesized through a four-step route starting from easily available ethyl acetamidocyanoacetate. In a first reaction, and making use of phase transfer catalysts, this compound reacted with several alkyl halides, being benzyltributylammonium chloride identified as the best one for the production of a series of quaternary amino acids in moderate to excellent yields (52-95%). Then, the corresponding N-acetyl-phenylalanine methyl and allyl ester derivatives were obtained through acidic hydrolysis, esterification, and N-acetylation. Rhizomucor miehei lipase was found as a versatile enzyme for the resolution of these amino esters, finding the best results through interesterification reactions with butyl butyrate in acetonitrile. A great influence in the stereoselectivity was found depending on the chemical structure of the compound, achieving for the non- or para-substituted in the phenyl ring excellent stereoselectivities, being moderate for the meta-nitro derivative, while the ortho-nitro amino ester did not react.

UNUSUAL AMINO ACIDS. III. ASYMMETRIC SYNTHESIS OF 3-ARYLALANINES

21 (Z)-α-N-benzoylamino-β-arylacrylic acids and their esters were prepared by known procedures and hydrogenated to the corresponding optically active α-benzoyl-β-arylalanine derivatives with optical yields in the range of 82-95percent ee using the cationi