Project Details
Abstract
Recently, we combined azole chemical characteristics with lipase enantioselective
ability for developing the kinetic resolution process, in which excellent lipase performances
were obtained when using (R,S)-N-acylazoles containing an aryl group to the α-chiral
center as the substrate. This successful result has induced our motivation to submit the
research proposal.
In the following three years, we will focus on the topic of “Developments of
lipase-catalyzed resolution platform for preparing chiral carboxylic acids and alcohols, as
well as the azole regionisomers.”In the first-year project in order to find out the limitation
and substrate range of the resolution platform, (R,S)-N-acylazoles without containing an
aryl or aryloxy moiety to the α-chiral center, as well as containing a β-chiral center, are
employed, in which effects of the acyl and leaving azole groups on lipase performances
will be studied and compared with those previously obtained via kinetic and
thermodynamic analysis.
In the second year, (R,S)-azole-N-carboxylates are first synthesized from
(R,S)-alcohols and then employed as the substrate for performing the lipase-catalyzed
hydrolytic resolution. This approach is different from the conventional resolution using
(R,S)-alcohol as an acyl acceptor, i.e. (R)- and (S)-alcohol in the acyl part of
(R,S)-azole-N-carboxylate now acting as an acyl donor. This may act as an alternative in
comparison with the conventional one to enhance the lipase enantioselectivity.
In the third year, a new resolution platform for preparing azole-derivative regioisomers
is proposed, in which (R,S)-azole-N-carboxylat containing azole tautomers are employed
as the substrate for carrying out the lipase-catalyzed hydrolysis. It stresses that all chiral
compounds and regioisomers play as important drugs or intermediates for the synthesis of
drug, agrochemicals, or reagents in coordinate chemistry.
Project IDs
Project ID:PB10007-2278
External Project ID:NSC100-2221-E182-026-MY2
External Project ID:NSC100-2221-E182-026-MY2
Status | Finished |
---|---|
Effective start/end date | 01/08/11 → 31/07/12 |
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