827308-21-4

Basic information

• Product Name: (S)-[(S)-1-(4-Methoxy-phenyl)-ethylamino]-phenyl-acetonitrile
• Synonyms: (S)-[(S)-1-(4-Methoxy-phenyl)-ethylamino]-phenyl-acetonitrile
• CAS NO: 827308-21-4
• Molecular Weight: 266.343
• Mol File: 827308-21-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S)-[(S)-1-(4-Methoxy-phenyl)-ethylamino]-phenyl-acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-[(S)-1-(4-Methoxy-phenyl)-ethylamino]-phenyl-acetonitrile(827308-21-4)
• EPA Substance Registry System: (S)-[(S)-1-(4-Methoxy-phenyl)-ethylamino]-phenyl-acetonitrile(827308-21-4)

Safety Data

• Hazardous Substances Data: 827308-21-4(Hazardous Substances Data)

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 228090-73-1 [(S)-1-(4-Methoxy-phenyl)-ethyl]-[1-phenyl-meth-(E)-ylidene]-amine 
• 6298-96-0 (S)-1-(4-methoxyphenyl)ethylamine 
• 100-52-7 benzaldehyde 
• 160460-40-2 [(S)-1-(4-Methoxy-phenyl)-ethyl]-[1-phenyl-meth-(E)-ylidene]-amine 

Downstream Products

• 48108-77-6 (S)-α-phenylglycinenitrile 
• 15028-39-4 L-2-phenylglycine methyl ester hydrochloride 

Relevant articles and documents

Asymmetric strecker synthesis of α-arylglycines

A practically simple three-component Strecker reaction for the asymmetric synthesis of enantiopure α-arylglycines has been developed. Addition of a range of aryl-aldehydes to a solution of sodium cyanide and (S)-1-(4- methoxyphenyl)ethylamine affords highly crystalline (S,S)-α-aminonitriles that are easily obtained in diastereomerically pure form. Heating the resultant (S,S)-α-aminonitriles in 6 M aqueous HCl at reflux resulted in cleavage of their chiral auxiliary fragments and concomitant hydrolysis of their nitrile groups to afford enantiopure (S)-α-arylglycines. The enantiopurities of these (S)-α-arylglycines were determined via derivatization of their corresponding methyl esters with 2-formylphenylboronic acid and (S)-BINOL, followed by 1H NMR spectroscopic analysis of the resultant mixtures of diastereomeric iminoboronate esters.