46506-67-6Relevant academic research and scientific papers
Biocatalytic Synthesis of Enantiopure β-Methoxy-β-arylalanine Derivatives
Fan, Shiming,Liu, Shouxin,Zhang, Hubo,Liu, Ying,Yang, Yihuang,Jin, Longyi
, p. 5591 - 5597 (2014/10/15)
Chiral β-hydroxy-β-arylalanine and β-methoxy-β-arylalanine derivatives, which occur widely in marine nature products, were stereoselectively synthesized with 99 % ee values. The two erythro isomers were prepared by L- or D-aminoacylase-catalyzed resolution of the corresponding N-acetyl derivatives, whereas the two threo isomers were obtained only by D-aminoacylase-catalyzed resolution of the derivatives. erythro-β-Hydroxy-β-arylalanine derivatives were prepared by diastereoselective hydrogenation of ethyl 2-(hydroxyimino)-3-oxo-3-arylpropanoates, which were in turn acquired by the oximation of ethyl 3-oxo-3-arylpropanoates with ethyl nitrite in the presence of nano-K2CO3 with yields of 72 % to 80 %. β-Methoxy-β-arylalanine derivatives were synthesized through Williamson reactions between the corresponding β-hydroxy-β-arylalanines and iodomethane with silver oxide as base.
Resolution of β-hydroxy-α-amino acids by the action of proteases on their N-acyl methyl esters
Chenevert, Robert,Letourneau, Martin,Thiboutot, Sonia
, p. 960 - 963 (2007/10/02)
Methyl N-acetyl phenylserinates (1, 2), methyl N-acetyl nitrophenylserinates (3, 4), and methyl N-benzoyl threoninates (5, 6) were resolved conveniently into the enantiomers with high optical purities by enzymatic hydrolysis in the presence of α-chymotryp
