127307-03-3Relevant academic research and scientific papers
A green resolution-separation process for aliphatic secondary alcohols
Ren, Liwei,Xu, Tian,He, Ruoping,Jiang, Zhenhua,Zhou, Hua,Wei, Ping
, p. 249 - 253 (2013/05/09)
In order to obtain both enantiomers of aliphatic secondary alcohols via a greener method, the four-step resolution-separation process involving lipase-catalyzed enantioselective esterification and hydrolysis as well as two separation procedures both via heterogeneous azeotropic distillation was developed. (S)-2-Pentanol (ee = 98.6%), (R)-2-pentanol (ee >99%), (S)-2-octanol (ee = 98.2%), and (R)-2-octanol (ee = 98.5%) were all produced in high purity (>98%) and high yield (>90%). In addition to the two model substrates, this method could also be applied to the resolution of other aliphatic secondary alcohols.
Continuous Flow Enzymatic Kinetic Resolution and Enantiomer Separation using Ionic Liquid/Supercritical Carbon Dioxide Media
Reetz, Manfred T.,Wiesenhoefer, Wolfgang,Francio, Giancarlo,Leitner, Walter
, p. 1221 - 1228 (2007/10/03)
The combination of kinetic resolution in ionic liquids (IL) and selective extraction with supercritical carbon dioxide (scCO2) provides a new approach for the separation of enantiomers as exemplified by the lipase-catalyzed esterification of chiral secondary alcohols. Excellent enantioselectivities are achieved upon conversion of alcohols 1a-e to the corresponding acetates 4a-e or laureates 5a-e using various modifications of the lipase from Candida antarctica (CaL-B) in imidazolium-based ionic liquids. The anion of the ionic liquid has a significant influence on the performance of the bio-catalyst with bis(trifluoromethanesulfonamide) [BTA] giving the best results. The acetates 4a-e can be extracted from the reaction mixture preferentially over the alcohols 1a-e with scCO2 under certain conditions, but preparatively useful selectivities would require advanced multi-step extraction procedures. In contrast, efficient separation is possible with relatively simple equipment if alcohols 1a-e are extracted preferentially from their corresponding laureates 5a-e. A "green" continuous process for the resolution of racemic alcohols without the use of organic solvents was devised on the basis of these findings.
LIPASE-LIPID COMPLEX AS A RESOLUTION CATALYST OF RACEMIC ALCOHOLS IN ORGANIC SOLVENTS
Okahata, Yoshio,Fujimoto, Yoshitaka,Ijiro, Kuniharu
, p. 5133 - 5134 (2007/10/02)
A lipid-coated lipase was newly prepared and vigorously catalyzed the reaction of enantioselective esterification (resolution) of racemic alcohols in anhydrous and homogeneous organic solvents.
