130562-16-2

Basic information

• Product Name: (αS,1'S)-N-(1-Phenylethyl)-2-fluoro-α-methylphenylmethylamine
• Synonyms: (αS,1'S)-N-(1-Phenylethyl)-2-fluoro-α-methylphenylmethylamine
• CAS NO: 130562-16-2
• Molecular Weight: 243.324
• Mol File: 130562-16-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (αS,1'S)-N-(1-Phenylethyl)-2-fluoro-α-methylphenylmethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (αS,1'S)-N-(1-Phenylethyl)-2-fluoro-α-methylphenylmethylamine(130562-16-2)
• EPA Substance Registry System: (αS,1'S)-N-(1-Phenylethyl)-2-fluoro-α-methylphenylmethylamine(130562-16-2)

Safety Data

• Hazardous Substances Data: 130562-16-2(Hazardous Substances Data)

Upstream product

• 130562-15-1 [1-(2-Fluoro-phenyl)-eth-(E)-ylidene]-((S)-1-phenyl-ethyl)-amine 
• 444643-06-5 [1-(3-Fluoro-phenyl)-eth-(E)-ylidene]-((S)-1-phenyl-ethyl)-amine 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 820208-98-8 C₈H₆O₄*C₁₆H₁₈FN 
• 445-27-2 2'-Fluoroacetophenone 

Downstream Products

• 2627-86-3 (S)-1-phenyl-ethylamine 
• 68285-25-6 (S)-1-(2-fluorophenyl)ethylamine 

Relevant articles and documents

A FACILE METHOD FOR THE ASYMMETRIC SYNTHESIS OF ENANTIOMERICALLY PURE 1-(2-FLUOROPHENYL)ETHYLAMINE

A simple, two-step procedure for the synthesis of optically active (S)-1-(2-fluorophenyl)ethylamine (1) is described.Starting from commercially available 2-fluoroacetophenone (2), imination with (S)-1-phenylethylamine (3), followed by stereoselective hydrogenation over Raney-nickel gives the secondary amine 5a.Subsequent regioselective hydrogenolytic cleavage of homogenous 5a yields enantiomerically pure 1.

B(C6F5)3-Catalyzed Asymmetric Reductive Amination of Ketones with Ammonia Borane

The first example of metal-free B(C6F5)3-catalyzed asymmetric reduction amination of ketones with chiral α-methylbenzylamine (α-MBA) using ammonia borane as the reductant is reported. This one-pot method has a broad substrate scope and provides various chiral amines in 81-95% yield with 80-99% de. This protocol was further applied in the total synthesis of cinacalcet.

Sequential reductive amination-hydrogenolysis: A one-pot synthesis of challenging chiral primary amines

Difficult-to-access chiral primary amines were formed in good to high yield and ee using a rare example of a one-pot synthesis from prochiral ketones (sequential reductive amination-hydrogenloysis). As a highlight we also demonstrate a one-pot reductive amination-hydrogenolysis-reductive amination (five reactions) of ortho-methoxyacetophenone resulting in the chiral diamine 1-(2-methoxyphenyl)ethyl-(2-pyridylmethyl)-amine (4) (58% overall yield, >99% ee), a new organocatalyst for aqueous enantioselective aldol reactions. Copyright