157718-85-9Relevant academic research and scientific papers
Efficient resolution of rac-2-cyano-2-methyl-3-phenylpropanoic acid. An appropriate starting material for the enantioconvergent synthesis of (S)-α-methylphenylalanine on a large laboratory scale
Badorrey, Ramon,Cativiela, Carlos,Diaz-de-Villegas, Maria D.,Galvez, Jose A.
, p. 2201 - 2207 (2007/10/03)
A large laboratory scale synthesis of (S)-α-methylphenylalanine from benzaldehyde and methyl cyanoacetate has been developed. The synthesis is based on the following sequence: (i) preparation of racemic 2-cyano-2-methyl-3-phenylpropanoic acid, (ii) resolu
Enantioselective biotransformation of α,α-disubstituted dinitriles to the corresponding 2-cyanoacetamides using Rhodococcus sp. CGMCC 0497
Wu, Zhong-Liu,Li, Zu-Yi
, p. 2133 - 2142 (2007/10/03)
A new application of nitrile-converting enzymes in the synthesis of optically active α,α-disubstituted-α-cyanoacetamides from α,α-disubstituted-malononitriles with whole cells of Rhodococcus sp. CGMCC 0497 is described. The products were obtained with enantiomeric excesses of up to >99%, and yields of up to 53%. They are very useful chiral intermediates especially for the synthesis of chiral α,α-disubstituted amino acids but have never been synthesized directly by chemical or enzymatic methods.
New approaches to the asymmetric synthesis of α-methylphenylalanine
Cativiela,Diaz-de-Villegas,Galvez
, p. 261 - 268 (2007/10/02)
A strategy of highly selective alkylation of chiral 2-cyanoesters followed by the corresponding degradation process allows a divergent asymmetric synthesis of (R) and (S)-α-methylphenylalanine.
