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Enzymatic resolution of 2,2,2-trifluoro-1-arylethylamine derivatives by Pseudomonas fluorescens lipase in organic solvents
- Source :
- Journal of Molecular Catalysis B: Enzymatic. 30:61-68
- Publication Year :
- 2004
- Publisher :
- Elsevier BV, 2004.
-
Abstract
- Amination of phenyl trifluoromethyl ketone with ammonium formate (Leuckart-Wallach reaction) in a one-pot reaction gave 2,2,2-trifluoro-1-phenylethylamine (3a) in high yield (81%). Other fluorinated 1-arylethylamine derivatives were obtained from their corresponding aryl ketones in moderate to good yields (55–81%). Enzymatic resolution of racemic 3a was done with Pseudomonas fluorescens lipase (Amano lipase AK) via enantioselective alcoholysis of its chloroacetamide (4a) with n-amyl alcohol in diisopropyl ether giving good enantioselectivity (E-value = 44). Other amines also were resolved by lipase AK under similar conditions (E-values = 25 to >100).
- Subjects :
- biology
Process Chemistry and Technology
Aryl
Triacylglycerol lipase
Bioengineering
Pseudomonas fluorescens
biology.organism_classification
Biochemistry
Catalysis
chemistry.chemical_compound
chemistry
Ammonium formate
biology.protein
Organic chemistry
Diisopropyl ether
Chloroacetamide
Lipase
Amination
Subjects
Details
- ISSN :
- 13811177
- Volume :
- 30
- Database :
- OpenAIRE
- Journal :
- Journal of Molecular Catalysis B: Enzymatic
- Accession number :
- edsair.doi...........408712e3ed2e0c3ac356cb5135459788
- Full Text :
- https://doi.org/10.1016/j.molcatb.2004.03.006