15962-46-6

Basic information

• Product Name: AC-DL-PHG-OH
• Synonyms: AC-DL-PHENYLGLYCINE;AC-DL-PHG-OH;ACETYL-DL-PHENYLGLYCINE;2-(ACETYLAMINO)-2-PHENYLACETIC ACID;N-ALPHA-ACETYL-DL-PHENYLGLYCINE;N-acetyl-dl-phenylglycine;(±)-(acetamido)phenylacetic acid;rac-(2R*)-2-(Acetylamino)-2-phenylacetic acid
• CAS NO: 15962-46-6
• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.2
• EINECS: 240-098-4
• Mol File: 15962-46-6.mol
• Article Data: 45

Chemical Properties

• Melting Point: 197 °C
• Boiling Point: 439.2 °C at 760 mmHg
• Flash Point: 219.4 °C
• Appearance: White/Powder
• Density: 1.233 g/cm³
• Vapor Pressure: 1.73E-08mmHg at 25°C
• Refractive Index: 1.555
• Storage Temp.: Store at RT.
• Solubility: soluble in Methanol
• PKA: 3.17±0.10(Predicted)
• CAS DataBase Reference: AC-DL-PHG-OH(CAS DataBase Reference)
• NIST Chemistry Reference: AC-DL-PHG-OH(15962-46-6)
• EPA Substance Registry System: AC-DL-PHG-OH(15962-46-6)

Safety Data

• Hazardous Substances Data: 15962-46-6(Hazardous Substances Data)

Usage

Description

AC-DL-PHG-OH, also known as Acetyl-DL-Phenylglycine, is a white powder chemical compound that serves as a crucial intermediate in the optical resolution of DL-phenylglycine. It is widely utilized in the pharmaceutical industry for the synthesis of various pharmaceuticals, particularly those involving chiral molecules.

Uses

Used in Pharmaceutical Industry:
AC-DL-PHG-OH is used as an intermediate for the optical resolution of DL-phenylglycine, which is essential for the synthesis of various pharmaceuticals. The optical resolution process allows for the separation of enantiomers, which are crucial in the development of drugs with improved efficacy and reduced side effects.
Used in Chiral Synthesis:
AC-DL-PHG-OH is used as a chiral building block in the synthesis of enantiomerically pure compounds. The ability to produce single enantiomers is vital in the pharmaceutical industry, as the different enantiomers of a drug can have significantly different biological activities and side effects.
Used in Research and Development:
AC-DL-PHG-OH is also used in research and development for the study of chiral chemistry and the development of novel methods for the synthesis of enantiomerically pure compounds. This contributes to the advancement of pharmaceuticals with improved therapeutic properties and reduced side effects.

InChI:InChI=1/C10H11NO3/c1-7(12)11-9(10(13)14)8-5-3-2-4-6-8/h2-6,9H,1H3,(H,11,12)(H,13,14)

Upstream product

• 2835-06-5 phenylglycin 
• 875-74-1 (R)-phenylglycine 
• 108-24-7 acetic anhydride 
• 2935-35-5 (S)-2-phenylglycine 
• 14257-84-2 N-acetyl-α-phenylglycine 
• 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 
• 162247-62-3 4-Ethoxycarbonyl-2-methyl-4,5-dihydro-1,3-oxazol-5-one 
• 36061-00-4 methyl 2-acetamido-2-phenylacetate 
• 36060-85-2 (R)-N-acethylphenylglycine methyl ester 
• 19883-41-1 D-phenylglycine methyl ester hydrochloride 
• 171181-53-6 methyl N^α-(diphenylmethylene)-DL-phenylglycinate 

Downstream Products

• 14257-84-2 (S)-N-acetyl-2-phenylglycine 
• 2935-35-5 (S)-2-phenylglycine 
• 14257-84-2 (R)-(-)-N-acetylphenylglycine 
• 1233211-32-9 C₁₆H₁₄BrNO₂ 

Relevant articles and documents

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.

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.