119565-00-3

Usage

Uses

Used in Pharmaceutical Synthesis:
L-3-CHLOROPHENYLGLYCINE is used as a building block for the synthesis of pharmaceuticals, leveraging its unique structure to contribute to the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Production:
In the agrochemical industry, L-3-CHLOROPHENYLGLYCINE serves as a key intermediate, playing a crucial role in the creation of compounds designed to protect crops and enhance agricultural productivity.
Used in Chemical Research:
L-3-CHLOROPHENYLGLYCINE is utilized as a useful intermediate in chemical research, where its distinctive properties facilitate the exploration of novel chemical reactions and the synthesis of innovative materials.
Used in Specialty and Fine Chemicals Production:
Due to its unique chemical properties and reactivity, L-3-CHLOROPHENYLGLYCINE may also find applications in the production of specialty chemicals and fine chemicals, where its versatility can be harnessed to create high-value products for various industries.

Upstream product

• 67-66-3 chloroform 
• 587-04-2 m-Chlorobenzaldehyde 
• 93554-79-1 alpha-amino-(3-chlorophenyl)acetonitrile 
• 7292-71-9 2-(3-chlorophenyl)glycine 

Relevant academic research and scientific papers

Investigation of Taniaphos as a chiral selector in chiral extraction of amino acid enantiomers

Finding chiral selector with high stereoselectivity to a variety of amino acid enantiomers remains a challenge and warrants further research. In this work, Taniaphos, a chiral ligand with rotatable spatial configuration, was employed as a chiral extractant to enantioseparate various amino acid enantiomers. Phenylalanine (Phe), homophenylalanine (Hphe), 4-nitrophenylalanine (Nphe), and 3-chloro-phenylglycine (Cpheg) were used as substrates to evaluate the extraction efficiency. The results revealed that Taniaphos-Cu exhibited good abilities to enantioseparate Phe, Hphe, Nphe, and Cpheg with the highest separation factors (α) of 3.13, 2.10, 2.32, and 2.14, respectively. Taniaphos-Cu is more conducive to combine with D-amino acid in extraction. The influences of pH, Taniaphos-Cu, and concentration and extraction temperature on extraction were comprehensively evaluated. The highest performance factors (pf) for Phe, Hphe, Nphe, and Cpheg at optimal extraction conditions were 0.08892, 0.1250, 0.09621, and 0.08021, respectively. The recognition mechanism between Taniaphos-Cu and amino acid enantiomers was discussed. The coordination interaction between Taniaphos-Cu and -COO?, π-π interaction between Taniaphos-Cu and amino acid enantiomers are important acting forces in chiral extraction. The steric-hindrance between -NH2 and -OH lead to Taniaphos-Cu-D-Phe is more stable than Taniaphos-Cu-L-Phe. This work provided a chiral extractant that has good abilities to enantioseparate various amino acid enantiomers.

Enantioselective liquid-liquid extraction of 3-chloro-phenylglycine enantiomers using (S,S)-DIOP as extractant

(S,S)-DIOP, a common catalyst used in asymmetric reaction, was adopted as chiral extractant to separate 3-chloro-phenylglycine enantiomers in liquid-liquid extraction. The factors affecting extraction efficiency were studied, including metal precursors, o

Method for splitting 3-chlorine-phenylglycine enantiomers

The invention relates to the technical field of medicinal chemistry, in particular to a method for splitting 3-chlorine-phenylglycine enantiomers. The method for splitting the 3-chlorine-phenylglycineenantiomers comprises the steps that a diphosphine liga

Practical and convenient enzymatic synthesis of enantiopure α-amino acids and amides

Catalyzed by the nitrile hydratase and the amidease in Rhodococcus sp. AJ270 cells under very mild conditions, a number of α-aryl- and α-alkyl-substituted DL-glycine nitriles 1 rapidly underwent a highly enantioselective hydrolysis to afford D-(-)-α-amino acid amides 2 and L-(+)-α-amino acids 3 in high yields with excellent enantiomeric excesses in most cases. The overall enantioselectivity of the biotransformations of nitriles originated from the combined effects of a high L-enantioselective amidase and a low enantioselective nitrile hydratase. The influence of the substrates on both reaction efficiency and enantioselectivity was also discussed in terms of steric and electronic effects. Coupled with chemical hydrolysis of D-(-)-α-phenylglycine amide, biotransformation of DL-phenylglycine nitrile was applied in practical scale to produce both D- and L-phenylglycines in high optical purity.

Highly efficient and enantioselective synthesis of L-arylglycines and D-arylglycine amides from biotransformations of nitriles

Under very mild conditions, the Rhodococcus sp. AJ270-catalysed biotransformation of arylglycine nitriles 1, prepared easily from the reaction of substituted benzaldehydes, ammonium chloride and potassium cyanide, proceeded efficiently to produce optically active D-arylglycine amides 2 and L-arylglycines 3 in excellent yields with enantiomeric excesses higher than 99%.

ASYMMETRIC INDUCTIVE SYNTHESIS OF α-AMINOARYLACETIC ACIDS IN CHIRAL MICELLAR SYSTEM

In the micellar solution of chiral surfactant N-hexadecyl-N-methylephedrine bromide, seven α-aminoarylacetic acids were synthesized from corresponding aldehydes, the e.e.percent being about 28percent.