138145-60-5Relevant articles and documents
Enzymic Hydrolysis of Prochiral Dinitriles
Crosby, John A.,Parratt, Julian S.,Turner, Nicholas J.
, p. 1547 - 1550 (1992)
A series of prochiral 3-hydroxyglutaronitrile derivatives 1-5 has been enzymically hydrolysed to the corresponding nitrile-carboxylic acids 1b-5b with enantiomeric excesses ranging from 22-84percent.In all cases the products were of the (S)-configuration.
Nitrile hydratase enzymes in organic synthesis: Enantioselective synthesis of the lactone moiety of the mevinic acids
Maddrell, Samuel J.,Turner, Nicholas J.,Kerridge, Alison,Willetts, Andrew J.,Crosby, John
, p. 6001 - 6004 (2007/10/03)
(R)-4-Hydroxy-5-cyanopentene (-)-9, a known precursor of the protected lactone moiety of the mevinic acids 1, has been prepared in 9 steps from (S)-3-(benzyloxy)-4-cyanobutanoic acid 5 (88% e.e.) which was obtained by the asymmetric 2 step hydrolysis of 3-benzyloxyglutaronitrile 4 involving the successive activity of a nitrile hydratase and an amidase enzyme.
Microbial Hydrolysis of 3-Substituted Glutaronitriles
Kakeya, Hideaki,Sakai, Naoko,Sano, Akio,Yokoyama, Masahiro,Sugai, Takeshi,et al.
, p. 1823 - 1824 (2007/10/02)
Rhodococcus butanica ATCC 21197 preferentially hydrolyzed pro-S cyano group of 3-substituted glutaronitriles with an aromatic ring.A product with high e.e. (>99 percent) was obtained from 3-benzoyloxy derivative.
