137029-98-2

Basic information

• Product Name: (R)-N-(p-toluenesulfonyl)-1-methyl-3-phenylpropylamine
• Synonyms: (R)-N-(p-toluenesulfonyl)-1-methyl-3-phenylpropylamine
• CAS NO: 137029-98-2
• Molecular Weight: 303.425
• Mol File: 137029-98-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-N-(p-toluenesulfonyl)-1-methyl-3-phenylpropylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-(p-toluenesulfonyl)-1-methyl-3-phenylpropylamine(137029-98-2)
• EPA Substance Registry System: (R)-N-(p-toluenesulfonyl)-1-methyl-3-phenylpropylamine(137029-98-2)

Safety Data

• Hazardous Substances Data: 137029-98-2(Hazardous Substances Data)

Upstream product

• 22374-89-6 (RS)-1-methyl-3-phenylpropylamine 
• 199615-24-2 (2R,1'R)-[1'-(1-naphthyl)ethyl]-4-phenyl-2-butylamine 
• 254745-24-9 (R)-N-(3-phenylpropylidene)-1-(1-napthyl)ethylamine 
• 104-53-0 3-phenyl-propionaldehyde 
• 937-52-0 (R)-1-methyl-3-phenylpropylamine 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 116199-45-2 (S)-1-methyl-3-phenylpropyl azide 
• 4187-57-9 (S)-1-methyl-3-phenylpropylamine 
• 153357-82-5 (R)-N,N-di-(p-toluenesulfonyl)-1-methyl-3-phenylpropylamine 

Relevant articles and documents

Asymmetric addition of alkyllithium to chiral imines: α-Naphthylethyl group as a chiral auxiliary

The diastereoselective nucleophilic addition of alkyllithium to N- alkylidene-α-naphthylethylamine was carried out. In the presence of Lewis acids or Lewis bases, organolithiums reacted smoothly with imines to give the corresponding amines in high stereoselectivity (up to 100% de). Furthermore, the resulting optically active amines were found to be useful for asymmetric reactions as chiral ligands.

Reversal of Diastereofacial Selectivity in the Addition Reaction of Organometallics to Chiral Imines

It was observed that diastereofacial selectivity in the addition reaction of organometallics to the chiral imines derived from (R)-2-methoxy-1-phenylethylamine was regulated under appropriate conditions; i. e., organolithium and organocerium reagents added from the re-face of the chiral imines selectively, while organocopper reagents attacked from the si-face.The utility of the present method was demonstrated in the enantioselective synthesis of solenopsin A.