41888-55-5

Usage

Uses

Used in Medicinal Chemistry:
N-benzoyl-4-chlorophenylalanine is utilized as a potential drug candidate for its capacity to interact with biological systems, offering a broad spectrum of applications in pharmaceutical research and development.
Used in Anti-inflammatory Applications:
Within the realm of medicinal chemistry, N-benzoyl-4-chlorophenylalanine is employed as an anti-inflammatory agent, leveraging its interactions with biological systems to mitigate inflammation.
Used in Peptide and Protein-based Drug Synthesis:
N-benzoyl-4-chlorophenylalanine also serves as a building block in the synthesis of peptide and protein-based drugs, contributing to the creation of novel therapeutic agents.
Used in Enzyme Inhibition:
N-benzoyl-4-chlorophenylalanine has been investigated for its role in inhibiting specific enzymes, which is crucial for the development of targeted treatments for various diseases.
Used in Disease Treatment:
Its potential use in the treatment of a range of diseases underscores the versatility and promise of N-benzoyl-4-chlorophenylalanine in advancing pharmaceutical solutions.

Upstream product

• 7424-00-2 DL-Phe(4Cl) 
• 98-88-4 benzoyl chloride 
• 15601-44-2 (Z)-2-phenyl-4-(4-chlorobenzylidene)-5(4H)-oxazolone 
• 140860-98-6 methyl (N-benzoyl)-4'-chlorophenylalaninate 

Downstream Products

• 221071-22-3 4-(4-chloro-benzyl)-2-phenyl-4H-oxazol-5-one 
• 1565852-63-2 4-(4-chlorobenzyl)-4-(2-(trimethylsilyl)ethynyl)-2-phenyloxazol-5(4H)-one 
• 7424-00-2 DL-Phe(4Cl) 

Relevant academic research and scientific papers

Organocatalytic asymmetric [4+2] cyclization of 2-benzothiazolimines with azlactones: Access to chiral benzothiazolopyrimidine derivatives

An organocatalytic asymmetric domino Mannich/cyclization reaction between 2-benzothiazolimines with azlactones has been successfully developed. With the bifunctional squaramide catalyst, this formal [4+2] cyclization occurs with good to high yields and excellent stereoselectivities (up to 99% ee, >20?:?1 dr), providing an efficient and mild access to chiral benzothiazolopyrimidines bearing adjacent tertiary and quaternary stereogenic centers.

Asymmetric construction of dihydrobenzofuran-2,5-dione derivatives via desymmetrization of p-quinols with azlactones

The desymmetrization of p-quinols through a chiral bisguanidinium hemisalt catalyzed enantioselective Michael addition/lactonization cascade reaction with azlactones was reported. 3-Amino-benzofuran-2,5-diones containing a chiral amino acid residue were achieved with up to 99% ee and >19?:?1 dr. An exploration of the structure of the catalyst bisguanidinium was undertaken, revealing a bifunctional catalytic model.

Bifunctional squaramide-catalyzed synthesis of chiral dihydrocoumarins via ortho-quinone methides generated from 2-(1-tosylalkyl)phenols

A bifunctional squaramide-catalyzed reaction of azlactones with o-quinone methides in situ generated from 2-(1-tosylalkyl)-phenols has been successfully developed under basic conditions, providing an efficient and mild access to chiral dihydrocoumarins bearing adjacent tertiary and quaternary stereogenic centers in high yields with excellent diastereo- and enantioselectivities.

Design and synthesis of 3-arylpyrrolidine-2-carboxamide derivatives as melanocortin-4 receptor ligands

Based on 3-phenylpropionamides, a series of 3-arylpyrrolidine-2-carboxamide derivatives was designed and synthesized to study the effect of cyclizations as melanocortin-4 receptor ligands. It was found that the 2R,3R-pyrrolidine isomer possessed the most

Solid phase reduction of oxazolones using BER-Ni2B-A simple synthesis of N-benzoylphenylalanines

Borohydride exchange resin (BER)-Ni2B is successfully used as a reagent for the solid phase reduction of the C-4 exocyclic double bond of oxazolones to give the N-benzoylphenylalanines and hence the corresponding amino acids.

Ring opening with kinetic resolution of azlactones by Ti-TADDOLates

The kinetic resolution of azlactones by the Lewis, acid-mediated transfer of an isopropoxide ligand from the chiral ligand sphere of Ti- TADDOLate is described. The reactions proceed with in-situ racemization of the starting material to afford highly enantiomerically enriched N-benzoyl- amino acid isopropylesters (er > 95:5 after recrystallization). The absolute configuration of the major enantiomer of N-benzoyl-phenylalanine isopropyl ester and its analogs with other aromatic substituents was shown to be (S)- (+) when the (R,R)-Ti-TADDOLate was employed. Only benzyl-substituted azlactones can be opened enantioselectively by the method described here.