444729-09-3Relevant academic research and scientific papers
Screening of liver acetone powders in the resolution of 1-phenylethanols and 1-phenylpropanols derivatives
Solis, Aida,Garcia, Susana,Perez, Herminia I.,Manjarrez, Norberto,Luna, Hector
, p. 549 - 553 (2008/09/20)
Hydrolases from the liver acetone powders (LAPs) of bovine, cat, chicken, turkey, lamb, pig, rabbit, and rat were assessed for the enantioselective hydrolysis of acetates of 1-(4-chlorophenyl)ethanol, 1-(3-bromophenyl)ethanol, 1-(4-chlorophenyl)propanol, 1-(4-bromophenyl)propanol, and 1-(3-bromophenyl)propanol. The enantioselectivity of the hydrolytic reaction was dependent upon the liver hydrolase, substrate, pH of the reaction media, and the cosolvent. The most ester selective LAP was from chicken, and the resulting alcohols had the highest ee (80% to >99%). All of the LAPs tested catalyzed the hydrolysis of 1-(4-chlorophenyl)ethanol, except for lamb LAP.
Biocatalytically assisted preparation of antifungal chlorophenylpropanols
Bustillo, Antonio J.,Aleu, Josefina,Hernandez-Galan, Rosario,Collado, Isidro G.
, p. 1681 - 1686 (2007/10/03)
Fermenting baker's yeast converts 4′-chloropropiophenone 1 and 3′-chloropropiophenone 2 into enantiopure (S)-(-)-1-(4′-chlorophenyl)propan-1-ol (S)-3 and (S)-(+)-1-(3′-chlorophenyl)propan-1-ol (S)-4, respectively. Application of inhibitors and organic solvents as additives enhanced the enantiomeric excesses. Enantiopure compounds (R)-(+)-1-(4′-chlorophenyl)propan-1-ol ((R)-3) and (R)-(+)-1-(3′-chlorophenyl)propan-1-ol (R)-4 were prepared by lipase-mediated esterifications of the racemic alcohols. Maximum inhibition of the growth of the phytopathogenic fungus Botrytis cinerea was shown for the (R)-enantiomers.
An amino alcohol ligand for highly enantioselective addition of organozinc reagents to aldehydes: Serendipity rules
Nugent, William A.
, p. 2133 - 2136 (2007/10/03)
(matrix presented) Amino alcohol 4 (or its enantiomer) is prepared in two simple steps. Commercial (1R,2S)-2-amino-1,2-diphenylethanol is dialkylated with bis(2-bromoethyl) ether. Subsequent hydrogenation over 5% Rh on alumina in the presence of morpholine unexpectedly stops at the hexahydro derivative 4. Amino alcohol 4 promotes the enantioselective addition of diethylzinc to aldehydes at room temperature in up to 99% enantiomeric excess.
