119656-72-3Relevant articles and documents
Improved Lipase-Mediated Resolution of Mandelic Acid Esters by Multivariate Investigation of Experimental Factors
Ebert, Cynthia,Ferluga, Giorgio,Gardossi, Lucia,Gianferrara, Teresa,Linda, Paolo
, p. 903 - 912 (1992)
Lipase catalyzed stereoselective acylation of butyl mandelate was studied.The determining role of solvent and acylating agent was pointed out and a considerable inhibitory effect due to mandelic acid was observed by screening different lipases.Finally, the performance of the reaction was appreciably improved thank to a multivariate approach.
Autoamplification-Enhanced Oxidative Kinetic Resolution of sec-Alcohols and Alkyl Mandelates, and its Kinetic Model
Talsi, Evgenii P.,Bryliakov, Konstantin P.
, p. 2693 - 2699 (2018/06/26)
In this contribution, the new dynamic nonlinear effect in asymmetric catalysis is discussed, manifesting itself in the oxidative kinetic resolution (OKR) of racemic secondary benzylic alcohols and alkyl mandelates with H2O2 in the presence of chiral Mn-based catalyst, with the apparent selectivity factor (krel) of the resolution being nonconstant over the reaction course. Typically, the initial growth of krel is changed into decay at high conversions. In this contribution, we demonstrate the oxidative kinetic resolution of various substrates bearing sec-alcoholic moieties, with the krel varying in different manners with increasing substrate conversion. We also present the predictive kinetic model of OKR with participation of asymmetric autoamplification. The influence of substrate and catalyst structure, as well as solvents and additives, on the behavior of krel variation, is discussed.
Enantioselective α-hydroxylation of 2-arylacetic acid derivatives and buspirone catalyzed by engineered cytochrome P450 BM-3
Landwehr, Marco,Hochrein, Lisa,Otey, Christopher R.,Kasrayan, Alex,Baeckvall, Jan-E.,Arnold, Frances H.
, p. 6058 - 6059 (2007/10/03)
Here we report that an engineered microbial cytochrome P450 BM-3 (CYP102A subfamily) efficiently catalyzes the α-hydroxylation of phenylacetic acid esters. This P450 BM-3 variant also produces the authentic human metabolite of buspirone, R-6-hydroxybuspir