63072-89-9

Basic information

• Product Name: (S)-N,N-dimethylaminomethyl-α-methyl-2-phenyllithium
• Synonyms: (S)-N,N-dimethylaminomethyl-α-methyl-2-phenyllithium
• CAS NO: 63072-89-9
• Molecular Weight: 155.169
• Mol File: 63072-89-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (S)-N,N-dimethylaminomethyl-α-methyl-2-phenyllithium(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N,N-dimethylaminomethyl-α-methyl-2-phenyllithium(63072-89-9)
• EPA Substance Registry System: (S)-N,N-dimethylaminomethyl-α-methyl-2-phenyllithium(63072-89-9)

Safety Data

• Hazardous Substances Data: 63072-89-9(Hazardous Substances Data)

Upstream product

• 17279-31-1 (-)-(S)-N,N-dimethyl-1-phenylethylamine 
• 19342-01-9 (S)-N,N-dimethyl-1-phenylethylamine 

Downstream Products

• 253675-63-7 (2S)-2-{2-[(1S)-1-(dimethylamino)ethyl]phenyl}-2-hydroxy-1,2-diphenylethanone 

Relevant articles and documents

Stereochemical Features of the condensation of lithiated (S)-N,N-dimethyl-1-phenylethylamine with o-methoxybenzophenones

The condensation of lithiated (S)-N,N-dimethyl-1-phenylethylamine with o-methoxybenzophenones occurs in a nonstereoselective fashion due to possible coordination of lithium not only at the carbonyl group but also at the oxygen atom of the ortho-methoxy gr

Complex Boron-Containing Molecules through a 1,2-Metalate Rearrangement/anti-SN2′ Elimination/Cycloaddition Reaction Sequence

The three-component coupling of benzylamines, boronic esters, and 4-phenyl-3 H -1,2,4-triazole-3,5(4 H)-dione (PTAD) is reported. The boronate complex formed from an ortho -lithiated benzylamine and a boronic ester undergoes a stereospecific 1,2-metalate rearrangement/ anti -S N 2′ elimination in the presence of an N-activator to provide a dearomatized tertiary boronic ester. Interception of this dearomatized intermediate with a dienophile leads to stereopredictable cycloaddition reactions to generate highly complex three-dimensional boron-containing molecular structures. When enantioenriched α-methyl-substituted benzylamines are employed, the corresponding cycloaddition adducts are formed with excellent enantiospecificities.

POLYNUCLEAR ARYL-COPPER SPECIES AND NEUTRAL ARYL-CUPRATES WITH A CHIRAL-CH(Me)NMe2 ORTHO SUBSTITUENT

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