75158-10-0

Basic information

• Product Name: (S,S)-3,3-dimethyl-2-(1-phenylethylamino)butyronitrile
• Synonyms: (S,S)-3,3-dimethyl-2-(1-phenylethylamino)butyronitrile
• CAS NO: 75158-10-0
• Molecular Weight: 216.326
• Mol File: 75158-10-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (S,S)-3,3-dimethyl-2-(1-phenylethylamino)butyronitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (S,S)-3,3-dimethyl-2-(1-phenylethylamino)butyronitrile(75158-10-0)
• EPA Substance Registry System: (S,S)-3,3-dimethyl-2-(1-phenylethylamino)butyronitrile(75158-10-0)

Safety Data

• Hazardous Substances Data: 75158-10-0(Hazardous Substances Data)

Upstream product

• 151-50-8 potassium cyanide 
• 630-19-3 pivalaldehyde 
• 618-36-0 rac-methylbenzylamine 
• 17279-30-0 (S)-(-)-α-methylbenzylamine hydrochloride 
• 7677-24-9 trimethylsilyl cyanide 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 630-18-2 tert-butyl isocyanide 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 

Downstream Products

• 75158-11-1 2-<(S)-α-methylbenzylamino>-3,3,dimethylbutyramide 
• 20859-02-3 L-tert-Leucine 
• 63038-26-6 (S)-2-amino-3,3-dimethyl-butyric acid methyl ester 
• 62965-57-5 (S)-(+)-2-amino-3,3-dimethylbutanamide 

Relevant articles and documents

Asymmetric strecker reaction with chiral amines: A catalyst-free protocol using acetone cyanohydrin in water

The synthesis of a series of new chiral α-aminonitriles was achieved in a diastereoselective Strecker reaction in a one-pot procedure with aldehydes, enantiopure amines, and acetone cyanohydrin in water. Primary and secondary amines derived from L-α-amino acids were used as sources of chirality. The reactions proceeded efficiently without any catalyst at room temperature. The diastereoselectivity of the process, and the configurational stability of new chiral α-aminonitriles were investigated. The identification of labile intermediates by NMR analysis, and a proposed mechanism and a model for the asymmetric induction are reported. The chemical transformation of proline-derived chiral α-amino-nitriles into chiral amino-diacids, aminols, and amides is reported. A series of new chiral α-aminonitriles was obtained in a diastereoselective Strecker reaction. Aldehydes were coupled with enantiopure amines derived from L-proline, L-phenylglycine, L-phenyl alanine, and L-tryptophan, in a one-pot procedure using acetone cyanohydrin in water. Copyright

Iodine as a novel and efficient reagent for the synthesis of α-aminonitriles by a three-component condensation of carbonyl compounds, amines, and trimethylsilyl cyanide

A straightforward and general method has been developed for the synthesis of α-aminonitriles by simply combining aldehydes or ketones, amines, and trimethylsilyl cyanides in the presence of a catalytic amount of molecular iodine at room temperature.

Lithium perchlorate/diethylether catalyzed aminocyanation of aldehydes

A simple and efficient one-pot method was developed to give α- aminonitriles from aldehydes + amines + TMSCN in LPDE. Optically active α- aminonitriles were snythesized by using (S)-(-)- or (R) (+) α- methylbenzylamine, (S)-(-) α-methylbenzylamine affords