167389-05-1

Basic information

• Product Name: (2S)-2-((1S)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester
• Synonyms: (2S)-2-((1S)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester
• CAS NO: 167389-05-1
• Molecular Weight: 352.433
• Mol File: 167389-05-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (2S)-2-((1S)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2-((1S)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester(167389-05-1)
• EPA Substance Registry System: (2S)-2-((1S)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester(167389-05-1)

Safety Data

• Hazardous Substances Data: 167389-05-1(Hazardous Substances Data)

Upstream product

• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 618-36-0 rac-methylbenzylamine 
• 2627-86-3 (S)-1-phenyl-ethylamine 

Downstream Products

• 67715-15-5 (S)-1-phenylethyl((S)-pyrrolidin-2-ylmethyl)amine 
• 1621189-30-7 (S)-2-[(S)-1-phenylethyl]-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2-ium hexafluorophosphate 
• 79869-86-6 (S)-1-Methyl-pyrrolidine-2-carboxylic acid ((S)-1-phenyl-ethyl)-amide 
• 149673-13-2 (2S)-pyrrolidine-2-carboxylic acid N-((1S)-1-phenyl-ethyl)-amide 

Relevant articles and documents

Amides in one pot from Carboxylic Acids and Amines via Sulfinylamides

An efficient method has been developed for the direct amidification of carboxylic acids via sulfinylamides preformed in situ by the reaction of pure amines with prop-2- ene-1-sulfinyl chloride. The method can be applied to aliphatic acids, including pivalic acid, aromatic acids, and primary and secondary amines. It is compatible with acids bearing unprotected alcohol, phenol, and ketone moieties and applicable to the synthesis of peptides. It does not induce their a-epimerization.

Direct amide formation using radiofrequency heating

We present a simple method for direct and solvent-free formation of amides from carboxylic acids and amines using radiofrequency heating. The direct energy coupling of the AC magnetic field via nickel ferrite magnetic nanoparticles enables fast and controllable heating, as well as enabling facile work-up via magnetic separation.

Asymmetric Hydrogenation Catalyzed by the (Achiral Base)bis(dimethylglyoximato)cobalt(II)-Chiral Cocatalyst System. The Preparation of a New Type of Chiral Cocatalyst and Its Application to the Asymmetric Hydrogenation of Methyl N-(Acetylamino)acrylate and Benzil

As a new type of chiral cocatalyst in the achiral base-coordinated bis(dimethylglyoximato)cobalt(II)-chiral cocatalyst system, tertiary amines with an amide group at α- or β-carbon were prepared, and asymmetric hydrogenation was examined by using them.The optical yield reached 34.5percent enantiomeric excess(ee) by using N--(R)-α-methylbenzylamine; this is the highest value attained so far in the asymmetric hydrogenation of methyl N-(acetylamino)acrylate with this system.The enantioselectivity in the hydrogenation of methyl N-(acetylamino)acrylate was reversed with a configurational alteration of the α-methylbenzylamine moiety of N--α-methylbenzylamine, while it was not reversed in the hydrogenation of benzil by the configurational alteration.From these facts, it is deduced that the hydrogen bond between amide groups of the chiral amino carboxamides and methyl N-(acetylamino)acrylate may act as an attractive force to enhance the enantioselectivity of the asymmetric hydrogenation.