87118-53-4Relevant articles and documents
3-Hydroxyglutarate and β,γ-Epoxy Esters as Substrates for Pig Liver Esterase (PLE) and α-Chymotrypsin
Mohr, Peter,Roesslein, Lukas,Tamm, Christoph
, p. 142 - 152 (1987)
The pH dependence of the α-chymotrypsin-catalyzed hydrolysis of dimethyl 3-hydroxyglutarate (3) has been studied.The e.e. was determined by HPLC analysis of diastereoisomeric camphanoic-acid derivatives.Kinetic resolution of the β,γ-epoxy esters 10 and 24 by pig liver esterase has been shown to provide an alternative access to chiral β-hydroxy esters and acids of high optical purity.By this latter method, the unnatural enantiomer of γ-amino-β-hydroxybutyric acid (GABOB) has been sinthesized.Finally, dimethyl meso-3,4-epoxyadipate (19) was hydrolyzed by pig liver esterase with almost 100 percent selectivity.
Synthesis of Novel HMG-CoA Reductase Inhibitors, I Naphthalene Analogs of Mevinolin
Novak, Lajos,Rohaly, Janos,Poppe, Laszlo,Hornyanszky, Gabor,Kolonits, Pal,et al.
, p. 145 - 158 (2007/10/02)
The title compounds 2 and their corresponding (6S) epimers 18 are prepared in several steps by starting with chiral formyl ester 5, and α-tetralones 10: (1) coupling reaction with the ylide generated from 11 to yield unsaturated ester 13, (2) reduction to the corresponding alcohol 14, (3) addition of the Grignard reagent derived from 14 to formyl ester 5 to afford the hydroxy esters 16 and 17, and (4) lactonization.This procedure is also used to synthesize the β-naphthyl analogs 29 and 30.Some results obtained from HMG-CoA reductase inhibitor screening are also reported. Key Words: HMG-CoA reductase inhibitors / Naphthylacetates / Pig liver esterase / Glutarate, 3-hydroxy / Lactones
CHEMOENZYMATIC SYNTHESIS OF A C5-CHIRAL BUILDING BLOCK: A SUBSTRATE MODIFICATION APPROACH.
Roy, Rene,Rey, Allan, W.
, p. 4935 - 4938 (2007/10/02)
The enantioselectivity of α-chymotrypsin hydrolysis of prochiral dimethyl-3-hydroxyglutarates was contrilled by the proper choice of the hydroxyl protecting groups.This strategy allows the synthesis of a versatile C5-chiral building block.
