138809-62-8Relevant academic research and scientific papers
Asymmetric synthesis of α-alkylated N-sulfinyl imidates as new chiral building blocks
Colpaert, Filip,Mangelinckx, Sven,Verniest, Guido,De Kimpe, Norbert
supporting information; scheme or table, p. 3792 - 3797 (2009/09/29)
(Chemical Equation Presented) α-Alkylation of N-sulfinyl imidates, prepared via condensation of tert-butanesulfinamide with ortho esters, led to α-substituted N-sulfinyl imidates in good-to-excellent diastereomeric ratios (dr up to >99:1) and yields. Depr
A simple method removing 2-oxazolidinone and 2-hydroxyethylamine auxiliaries in methoxide-carbonate systems for synthesis of planar-chiral nicotinate
Kanomata, Nobuhiro,Maruyama, Satoshi,Tomono, Katsuhito,Anada, Shinnosuke
, p. 3599 - 3603 (2007/10/03)
A facile and practical removal of 2-oxazolidinone and 2-hydroxyethylamine auxiliaries was accomplished by treating the corresponding N-acyl-2-oxazolidinone and N-(2-hydroxyethyl)amide derivatives in simple methoxide-carbonate systems. The presence of excess DMC (dimethyl carbonate) accelerates the N-acyl bond cleavage for those substrates under mild reaction conditions, and the present method was found to be useful especially for the synthesis of planar-chiral nicotinate.
Enantio-dependent binding and transactivation of optically active phenylpropanoic acid derivatives at human peroxisome proliferator-activated receptor alpha
Miyachi, Hiroyuki,Nomura, Masahiro,Tanase, Takahiro,Suzuki, Masahiro,Murakami, Koji,Awano, Katsuya
, p. 333 - 335 (2007/10/03)
Optically active phenylpropanoic acid derivatives [(S)-5, and (R)-5] were prepared, and their affinities for peroxisome proliferator-activated receptor (PPAR)α and PPARγ were evaluated. Binding assay and cell-based reporter assay indicated that the activi
CHEMOENZYMATIC SYNTHESIS OF THE ENANTIOMERS OF IOPANOIC ACID
Colombo, M.,Amici, M. De,Micheli, C. De,Pitre, D.,Carrea, G.,Riva, S.
, p. 1021 - 1030 (2007/10/02)
The two enantiomers of Iopanoic acid 1 were prepared in enantiomeric excess higher than 90percent by enzyme-catalyzed hydrolysis of precursors (+/-)-2a and (+/-)-3a, followed by standard chemical transformations.Among the tested enzymes, chymotrypsin and Lipase PS proved to be the most selective catalysts.The stereochemical outcome of the lipase-catalyzed hydrolyses of esters (+/-)-2a-d is strictly dependent upon both the size of the alkyl group attached to the chiral center and the substituent in the aromatic ring.The enantioselectivity of the reactions was evaluated by chiral HPLC and the configurations of the new products were assigned by chemical correlations.
