69048-31-3

Basic information

• Product Name: S-N-Methyl-N-α-phenylethylacetamid
• Synonyms: S-N-Methyl-N-α-phenylethylacetamid
• CAS NO: 69048-31-3
• Molecular Weight: 177.246
• Mol File: 69048-31-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: S-N-Methyl-N-α-phenylethylacetamid(CAS DataBase Reference)
• NIST Chemistry Reference: S-N-Methyl-N-α-phenylethylacetamid(69048-31-3)
• EPA Substance Registry System: S-N-Methyl-N-α-phenylethylacetamid(69048-31-3)

Safety Data

• Hazardous Substances Data: 69048-31-3(Hazardous Substances Data)

Upstream product

• 6907-71-7 N-(1-phenylethylidene)methanamine 
• 108-24-7 acetic anhydride 
• 42882-26-8 N-methyl-N-(1-phenylethyl)amine 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 19144-86-6 (S)-N-acetyl-1-phenylethylamine 
• 74-88-4 methyl iodide 

Relevant articles and documents

Disulfonimide-Catalyzed Asymmetric Reduction of N-Alkyl Imines

A chiral disulfonimide (DSI)-catalyzed asymmetric reduction of N-alkyl imines with Hantzsch esters as a hydrogen source in the presence of Boc2O has been developed. The reaction delivers Boc-protected N-alkyl amines with excellent yields and enantioselectivity. The method tolerates a large variety of alkyl amines, thus illustrating potential for a general reductive cross-coupling of ketones with diverse amines, and it was applied in the synthesis of the pharmaceuticals (S)-Rivastigmine, NPS R-568 Hydrochloride, and (R)-Fendiline. A chiral disulfonimide (DSI)-catalyzed asymmetric reduction of N-alkyl imines with Hantzsch esters as a hydrogen source in the presence of Boc2O was developed. The reaction delivers Boc-protected N-alkyl amines with excellent yields and enantioselectivity. The method was successfully applied to the synthesis of the pharmaceuticals (S)-Rivastigmine, NPS R-568 Hydrochloride, and (R)-Fendiline.

Local and tunable n→π* interactions regulate amide isomerism in the peptoid backbone

We report that n→π* interactions are operative in peptoids and play a major role in controlling amide isomerism. These interactions can be tuned using α-chiral amide side chains known to promote peptoid folding. To our knowledge, this is the first report of n→π* interactions between amides in non-prolyl systems. Furthermore, we have characterized an n→π* interaction between backbone carbonyls and side chain aromatic rings that can dramatically stabilize the cis-amides required for peptoid helix formation. The tunability of both types of n→π* interactions in peptoids has significant implications for peptoid folding and could be exploited for the design of new peptoid architectures. Copyright