14257-84-2

Basic information

• Product Name: N-Acetyl-D-phenylglycine
• Synonyms: N-Acetyl-D-phenylglycine;(αR)-α-(Acetylamino)benzeneacetic acid;(2R)-[Acetylamino]-2-phenylacetic acid;Benzeneacetic acid, a-(acetylaMino)-, (R)-;(R)-2-AcetaMido-2-phenylacetic acid
• CAS NO: 14257-84-2
• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.20
• Mol File: 14257-84-2.mol
• Article Data: 45

Chemical Properties

• Boiling Point: 439.2 °C at 760 mmHg
• Flash Point: 219.4 °C
• Appearance: /
• Density: 1.233
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: N-Acetyl-D-phenylglycine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Acetyl-D-phenylglycine(14257-84-2)
• EPA Substance Registry System: N-Acetyl-D-phenylglycine(14257-84-2)

Safety Data

• Hazardous Substances Data: 14257-84-2(Hazardous Substances Data)

Usage

Description

N-Acetyl-D-phenylglycine is a chemical compound derived from phenylglycine, an amino acid, with an acetyl group attached to the amino group. It serves as a building block for the synthesis of various pharmaceuticals and organic compounds, playing a significant role in the development of novel drugs and the production of a range of chemical products. Its pharmacological properties and potential therapeutic applications make it an important compound in the field of medicinal chemistry and drug development.

Uses

Used in Pharmaceutical Industry:
N-Acetyl-D-phenylglycine is used as a key building block for the synthesis of various pharmaceuticals, contributing to the development of novel drugs with improved therapeutic properties.
Used in Organic Chemistry:
N-Acetyl-D-phenylglycine is used as a versatile intermediate in the synthesis of a wide range of organic compounds, facilitating the creation of new chemical products with diverse applications.
Used in Medicinal Chemistry:
N-Acetyl-D-phenylglycine is utilized in the exploration of its pharmacological properties and potential therapeutic applications, aiding in the advancement of drug discovery and development processes.

Upstream product

• 2835-06-5 phenylglycin 
• 14257-84-2 N-acetyl-α-phenylglycine 
• 60-35-5 acetamide 
• 201230-82-2 carbon monoxide 
• 100-52-7 benzaldehyde 
• 108-24-7 acetic anhydride 
• 63327-49-1 N-acetyl-α-hydroxyglycine 
• 71-43-2 benzene 
• 162247-66-7 2-Methyl-5-oxo-4-phenyl-4,5-dihydro-oxazole-4-carboxylic acid ethyl ester 
• 3076-54-8 phenyllead(IV) triacetate 
• 154614-38-7 (+/-)-N-1-acetyl-1-phenyl-2-propenylamine 
• 14304-68-8 N-Acetyl-α-phenylglycine ethyl ester 
• 2935-35-5 (S)-2-phenylglycine 
• 162247-62-3 4-Ethoxycarbonyl-2-methyl-4,5-dihydro-1,3-oxazol-5-one 

Downstream Products

• 573-34-2 2,4,5-triphenyloxazole 
• 885-75-6 2-amino-1,2-diphenyl-ethanone; hydrochloride 
• 14257-84-2 (S)-N-acetyl-2-phenylglycine 
• 2935-35-5 (S)-2-phenylglycine 
• 14257-84-2 (R)-(-)-N-acetylphenylglycine 
• 1233211-32-9 C₁₆H₁₄BrNO₂ 
• 14257-84-2 N-acetyl-α-phenylglycine 

Relevant articles and documents

Reverse Micelles, an Alternative to Aqueous Medium for Microbial Reactions: Yeast-Mediated Resolution of α-Amino Acids in Reverse Micelles

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O-Benzyl derivatives of (S)-(+) and (R)-(-)-2-aminobutan-1-ol as new resolving agents for racemic acids. Practical resolutions of N-acyl derivatives of phenylglycine and 4-hydroxyphenylglycine

Treatment of the readily available (S)-(+) and (R)-(-)-2-aminobutan-1-ol 1 with sodium hydride followed by benzyl chloride, or a substituted benzyl halide, afforded the corresponding O-benzyl bases 2-5 in high yields. These new bases are recommended for the large scale resolution of racemic acids. For instance, they proved efficient for the practical resolution of N-acetylphenylglycine (±)-7, N-acetyl-(4-hyroxylphenyl)glycine (±)-9 and N-chloroacetyl-(4-hydroxyphenyl) glycine (±)-10.

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.

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.