267401-31-0

Basic information

• Product Name: N-acetyl-α-(2-fluorophenyl)-α-methylglycine
• Synonyms: N-acetyl-α-(2-fluorophenyl)-α-methylglycine
• CAS NO: 267401-31-0
• Molecular Weight: 225.22
• Mol File: 267401-31-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-acetyl-α-(2-fluorophenyl)-α-methylglycine(CAS DataBase Reference)
• NIST Chemistry Reference: N-acetyl-α-(2-fluorophenyl)-α-methylglycine(267401-31-0)
• EPA Substance Registry System: N-acetyl-α-(2-fluorophenyl)-α-methylglycine(267401-31-0)

Safety Data

• Hazardous Substances Data: 267401-31-0(Hazardous Substances Data)

Upstream product

• 7248-25-1 (RS)-5-(2-fluoro-phenyl)-5-methyl-imidazolidine-2,4-dione 
• 445-27-2 2'-Fluoroacetophenone 
• 108-24-7 acetic anhydride 
• 320-58-1 (RS)-2-amino-2-(2-fluoro-phenyl)-propionic acid 

Downstream Products

• 267401-33-2 (R)-(-)-N-acetyl-α-(2-fluorophenyl)-α-methylglycine 

Relevant articles and documents

Water soluble phosphines: Part XIII. Chiral phosphine ligands with amino acid moieties

Nucleophilic phosphination of the potassium or sodium salt of the fluorophenylalanines (1a, 2a) or -glycines (3a, 4a) with potassium phosphides Ph(R)PK (R=Me, Ph) yields chiral phosphine ligands (1-7) with amino acid moieties. The X-ray structure of 3·2H2O (space group Pbca) has been determined showing a betaine type structure for the amino acid moiety. The α-methyl derivatives of the phosphinophenylglycines (10, 11) were obtained in an analogous manner as 1-7. ortho- and para-Fluoroacetophenones have been employed as starting material for the syntheses of α-[4-fluorophenyl]-α-methylglycine (9c) and its ortho-isomer (8c), the X-ray structure of its monohydrate has been determined (space group P1?). The N-acetyl (3b, 8e) and ester derivatives (3d, 8d) of 3 and 8c are accessible using standard procedures. Resolution of the diastereomeric salt 12 obtained from (S)-(+)-2-hydroxymethylpyrrolidine and racem-8e by fractionated crystallization yielded the (S,R)-isomer. The absolute configuration of (S,R)-12 was determined by X-ray structural analysis (space group P212121). Cleavage of (S,R)-12 with hydrochloric acid gave enantiopure (R)-8e [α]D20=-30.9° (c=1, CH3OH).