748127-65-3

Upstream product

• 186581-53-3 diazomethane 
• 197902-88-8 (R)-2-(Benzyloxyamino-methyl)-3-phenyl-propionic acid 
• 218285-65-5 (3R)-N-benzyloxy-3-benzyl-2-azetidinone 
• 1000393-23-6 (Z)-2-[(benzyloxyamino)methyl]-3-phenylacrylic acid methyl ester 
• 1000393-22-5 (E)-2-[(benzyloxyamino)methyl]-3-phenylacrylic acid methyl ester 

Downstream Products

• 776327-02-7 methyl (R)-3-amino-2-benzylpropanoate 
• 197902-88-8 (R)-2-(Benzyloxyamino-methyl)-3-phenyl-propionic acid 

Relevant academic research and scientific papers

A Bulky Three-Hindered Quadrant Bisphosphine Ligand: Synthesis and Application in Rhodium-Catalyzed Asymmetric Hydrogenation of Functionalized Alkenes

A bulky three-hindered quadrant bisphosphine ligand, di-1-adamantylphosphino(tert-butylmethylphosphino)methane, named BulkyP*, has been synthesized via a convergent short pathway with chromatography-free procedures. The ligand is a crystalline solid and can be readily handled in air. Its rhodium(I) complex exhibits very high enantioselectivities and catalytic activities in the asymmetric hydrogenation of functionalized alkenes.

A general approach to the synthesis of β2-amino acid derivatives via highly efficient catalytic asymmetric hydrogenation of α-aminomethylacrylates

A new strategy was developed for the synthesis of a valuable class of α-aminomethylacrylates via the Baylis-Hillman reaction of different aldehydes with methyl acrylate followed by acetylation of the resulting allylic alcohols and SN2′-type amination of the allylic acetates. Asymmetric hydrogenation of these diverse olefinic precursors using rhodium(Et-Duphos) catalysts provided the corresponding β2-amino acid derivatives with excellent enantioselectivities and exceedingly high reactivities (up to >99.5% ee and S/C=10,000). The first hydrogenation of (Z)-configurated substrates was studied for the synthesis of β2-amino acid derivatives. The high influence of the substrate geometry and steric hindrance on the reactivity and enantioselectivity was also disclosed for this reaction. This protocol provides a highly practical, facile and scalable method for the preparation of optically pure β2- amino acids and their derivatives under mild reaction conditions.

First hydroxamate inhibitors for carboxypeptidase A. N-acyl-N-hydroxy- β-phenylalanine S

A series of N-acyl-N-hydroxy-β-Phe were designed, synthesized, and shown to have potent inhibitory activity for carboxypeptidase A (CPA). They are the first examples of CPA inhibitors having a hydroxamate functionality.