42429-20-9

Usage

Uses

Used in Pharmaceutical Industry:
N-Acetyl-L-phenylglycine is used as a chiral auxiliary in asymmetric synthesis for the creation of pharmaceutical compounds with specific spatial arrangements of atoms, which is crucial for the development of effective and targeted medications.
Used in Organic Compound Synthesis:
It serves as a key component in the synthesis of various organic compounds, contributing to the formation of molecules with desired properties and functions.
Used in the Preparation of N-Alkyl Amino Acids:
N-Acetyl-L-phenylglycine is utilized as a precursor in the preparation of N-alkyl amino acids, which are essential building blocks in the development of novel pharmaceutical agents.
Used in Peptidomimetics Development:
It is employed in the development of peptidomimetics, compounds that mimic the structure and function of peptides, offering potential therapeutic benefits with improved stability and bioavailability.
Used in Biotechnology Industry:
N-Acetyl-L-phenylglycine is used as a versatile component in the biotechnology sector, facilitating the synthesis of complex molecules for applications in drug discovery, diagnostics, and therapeutics.

Upstream product

• 2835-06-5 phenylglycin 
• 75-05-8 acetonitrile 
• 298-12-4 Glyoxilic acid 
• 71-43-2 benzene 
• 63327-49-1 N-acetyl-α-hydroxyglycine 
• 14257-84-2 (R)-(-)-N-acetylphenylglycine 
• 60-35-5 acetamide 
• 201230-82-2 carbon monoxide 
• 100-52-7 benzaldehyde 
• 108-24-7 acetic anhydride 
• 14257-84-2 (S)-N-acetyl-2-phenylglycine 
• 24461-61-8 phenylglycine methyl ester 
• 171181-53-6 methyl N^α-(diphenylmethylene)-DL-phenylglycinate 
• 3076-54-8 phenyllead(IV) triacetate 

Downstream Products

• 573-34-2 2,4,5-triphenyloxazole 
• 885-75-6 2-amino-1,2-diphenyl-ethanone; hydrochloride 
• 40061-64-1 2-hydroxy-2-phenyl-1-[3]pyridyl-ethanone 
• 14257-84-2 (S)-N-acetyl-2-phenylglycine 
• 875-74-1 (R)-phenylglycine 
• 2935-35-5 (S)-2-phenylglycine 
• 3893-31-0 N-(2-oxo-1,2-diphenylethyl)acetamide 
• 112342-13-9 2,3-diphenyl-5-methyl-Δ⁴-1,2,4-oxadiazolin-3-carboxylic acid methyl ester 
• 175858-28-3 [Co(OH₂)2(C₄H₆N₂)2(CH₃CONHCH(C₆H₅)CO₂)2] 
• 14257-84-2 (R)-(-)-N-acetylphenylglycine 
• 1233211-32-9 C₁₆H₁₄BrNO₂ 
• 1355332-92-1 2-(2-methyl-4-phenyloxazol-5-yl)acetonitrile 
• 1421693-88-0 C₁₀H₁₀NO₃^(1-)*C₁₆H₃₆N⁽¹⁺⁾ 

Relevant academic research and scientific papers

GRANZYME B DIRECTED IMAGING AND THERAPY

Provided herein are heterocyclic compounds useful for imaging Granzyme B. Methods of imaging Granzyme B, combination therapies, and kits comprising the Granzyme B imaging agents are also provided.

Chemo- and Enantioselective Pd/B Hybrid Catalysis for the Construction of Acyclic Quaternary Carbons: Migratory Allylation of O-Allyl Esters to α- C-Allyl Carboxylic Acids

We describe herein the asymmetric synthesis of α-allyl carboxylic acids containing an α-quaternary stereocenter by a chiral hybrid catalyst system comprising palladium and boron complexes. The reaction proceeded through palladium-catalyzed ionization of α,α-disubstituted O-allyl esters for the generation of chiral π-allyl palladium complex as an electrophile, boron-catalyzed enolization of the carboxylate part for the generation of chiral α,α-disubstituted carboxylic acid-derived enolates as a nucleophile, and enantioselective coupling between the thus-generated nucleophile and electrophile. Proper combinations of chiral ligands for the boron and palladium catalysts were crucial. The reaction proceeded chemoselectively at the α-position of the carboxylic acid group.

Regiodivergent Enantioselective γ-Additions of Oxazolones to 2,3-Butadienoates Catalyzed by Phosphines: Synthesis of α,α-Disubstituted α-Amino Acids and N,O-Acetal Derivatives

Phosphine-catalyzed regiodivergent enantioselective C-2- and C-4-selective γ-additions of oxazolones to 2,3-butadienoates have been developed. The C-4-selective γ-addition of oxazolones occurred in a highly enantioselective manner when 2-aryl-4-alkyloxazol-5-(4H)-ones were employed as pronucleophiles. With the employment of 2-alkyl-4-aryloxazol-5-(4H)-ones as the donor, C-2-selective γ-addition of oxazolones took place in a highly enantioselective manner. The C-4-selective adducts provided rapid access to optically enriched α,α-disubstituted α-amino acid derivatives, and the C-2-selective products led to facile synthesis of chiral N,O-acetals and γ-lactols. Theoretical studies via DFT calculations suggested that the origin of the observed regioselectivity was due to the distortion energy that resulted from the interaction between the nucleophilic oxazolide and the electrophilic phosphonium intermediate.

Chemical resolution of DL-phenylalanine methyl ester using N-acetyl-D-phenylglycine as resolving agent

An improved method for chemical resolution of DL-phenylalanine methyl ester using N-acetyl-D-phenylglycine as a resolving agent is described. This new resolving agent is readily available, non-toxic and easily recoverable from the insoluble diasteromeric salt. This method was used to obtain D-phenylalanine methyl ester with high optical purity of 98.1% and a high yield of 81.2%.

Preparation of cross-linked enzyme aggregates of l-aminoacylase via co-aggregation with polyethyleneimine

l-Aminoacylase from Aspergillus melleus was co-aggregated with polyethyleneimine and subsequently cross-linked with glutaraldehyde to obtain aminoacylase-polyethyleneimine cross-linked enzyme aggregates (termed as AP-CLEA). Under the optimum conditions, AP-CLEA expressed 74.9% activity recovery and 81.2% aggregation yield. The said method of co-aggregation and cross-linking significantly improved the catalytic stability of l-aminoacylase with respect to temperature and storage. AP-CLEA were employed for enantioselective synthesis of three unnatural amino acids (namely: phenylglycine, homophenylalanine and 2-naphthylalanine) via chiral resolution of their ester-, amide- and N-acetyl derivatives. The enantioselectivity of AP-CLEA was the highest for hydrolysis of amino acid amides; was moderate for hydrolysis of N-acetyl amino acids and was the least for hydrolysis of amino acid esters. Furthermore, AP-CLEA were found to retain more than 92% of the initial activity after five consecutive batches of (RS)-homophenylalanine hydrolysis suggesting an adequate operational stability of the biocatalyst.

Efficient kinetic resolution of amino acids catalyzed by lipase AS 'Amano' via cleavage of an amide bond

Herein the efficient kinetic resolution of non-natural alpha-amino acids catalyzed by lipase AS 'Amano' via cleaving the amide bond is reported. The starting materials were the corresponding amino acid amides and the amino acids were generated with ees of up to 99% with E values of >600. These results indicated that the lipase AS 'Amano' could be a powerful amide hydrolase for the kinetic resolution of amino acid starting from the corresponding amino acid amides.

Synthesis, enantioresolution, and activity profile of chiral 6-methyl-2,4-disubstituted pyridazin-3(2H)-ones as potent N-formyl peptide receptor agonists

A series of chiral pyridazin-3(2H)-ones was synthesized, separated as pure enantiomers, and evaluated for N-formyl peptide receptor (FPR) agonist activity. Characterization of the purified enantiomers using combined chiral HPLC and chiroptical studies (circular dichroism, allowed unambiguous assignment of the absolute configuration for each pair of enantiomers). Evaluation of the ability of racemic mixtures and purified enantiomers to stimulate intracellular Ca 2+ flux in FPR-transfected HL-60 cells and human neutrophils and to induce β-arrestin recruitment in FPR-transfected CHO-K1 cells showed that many enantiomers were potent agonists, inducing responses in the sub-micromolar to nanomolar range. Furthermore, FPRs exhibited enantiomer selectivity, generally preferring the R-(-)-forms over the S-(+)-enantiomers. Finally, we found that elongation of the carbon chain in the chiral center of the active compounds generally increased biological activity. Thus, these studies provide important new information regarding molecular features involved in FPR ligand preference and report the identification of a novel series of FPR agonists.

Convenient method for reduction of C-N double bonds in oximes, imines, and hydrazones using sodium Borohydride-Raney ni system

(Chemical Equation Presented) A practical method has been developed for reduction of C-N double bond in oximes, imines, and hydrazones with sodium borohydride catalyzed by Raney Ni. The reactions were carried out in basic aqueous solution, and the desired products were obtained in moderate yields after a simple procedure. This method can be applied to synthesize simpler aliphatic or aromatic amines and its analogs. Copyright Taylor & Francis Group, LLC.

HEPATITIS C VIRUS INHIBITORS

The present disclosure relates to compounds, compositions and methods for the treatment of hepatitis C virus (HCV) infection. Also disclosed are pharmaceutical compositions containing such compounds and methods for using these compounds in the treatment of HCV infection.

HEPATITIS C VIRUS INHIBITORS

The present disclosure is generally directed to antiviral compounds, and more specifically directed to compounds which can inhibit the function of the NS5A protein encoded by Hepatitis C virus (HCV), compositions comprising such compounds, and methods for inhibiting the function of the NS5A protein