17430-33-0

Upstream product

• 501-53-1 benzyl chloroformate 
• 63-91-2 L-phenylalanine 
• 4816-89-1 Cbz-Phe-OCH₂CONH₂ 
• 618-36-0 rac-methylbenzylamine 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 1161-13-3 N-Cbz-L-Phe 

Downstream Products

• 133287-30-6 (S)-2-amino-3-phenyl-N-[(R)-1-phenylethyl]propanamide 
• 105469-02-1 2-N-methylamino-1--3-phenylpropane 

Relevant academic research and scientific papers

Superiority of the carbamoylmethyl ester as an acyl donor for the kinetically controlled amide-bond formation mediated by α-chymotrypsin

The superiority of the carbamoylmethyl ester as an acyl donor for the α-chymotrypsin-catalysed kinetically controlled peptide-bond formation is demonstrated in the couplings of an inherently poor amino acid substrate, Ala, with various amino acid residues as amino components and in the couplings of non-protein amino acids such as halogenophenylalanines as carboxylic components. Furthermore, this approach is applied to the amide-bond formation between an amino acid residue and a chiral amine, which is highly diastereoselective.

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.