138145-61-6Relevant articles and documents
Stereoselective Hydrolysis of Nitriles and Amides Under Mild Conditions Using a Whole Cell Catalyst
Beard, Timothy,Cohen, Mark A.,Parratt, Julian S.,Turner, Nicholas J.,Crosby, John,Moilliet, Jock
, p. 1085 - 1104 (2007/10/02)
An immobilised whole cell Rhodococcus sp. (SP 361) has been shown to be an effective catalyst for the stereoselective hydrolysis of both racemic and prochiral nitrile containing compounds. 2-Alkyl-arylacetonitriles 6a-8a were hydrolysed to (S)-acids and (R)-amides whereas the closely related substrate 9a gave the (R)-acid.A series of prochiral dinitriles 10a-13a were hydrolysed to the corresponding (S)-acids with e.e.'s 22-84percent.Models to account for the stereoselectivity of the enzymic hydrolyses have been proposed.
Enzymic Hydrolysis of Prochiral Dinitriles
Crosby, John A.,Parratt, Julian S.,Turner, Nicholas J.
, p. 1547 - 1550 (2007/10/02)
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.
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.