Aminoethylation. III. Stereochemical Configuration of 2-Oxo-3-ethoxycarbonyl-trans-octahydroindole
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概要
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The configuration of C_3-methyl group in each isomer of 2-oxo-3-methyl-trans-octahydroindole (VIIa and VIIb) was determined by the evidence of their NMR spectra and the conformational analyses using Dreiding model. Accordingly, the C_3-ethoxycarbonyl group in 2-oxo-3-ethoxycarbonyl-trans-octahydroindole (I), which was obtained by the reaction of meso-cis-cyclohexenimine and diethyl malonate, was proved to have cis-configuration in relation to C_<3a>-H. The methylation of I and its N-benzylsulfonyl derivative (X) gave Vb, and XI of which C_3-methyl group had trans-configuration to C_<3a>-H, respectively. On the other hand, the methylation of 2-oxo-1,3-diethoxycarbonyl-trans-octahydroindole (XII) gave also C_3-methyl derivative (XIII), but the configuration of C_3-methyl group of XIII was cis to C_3a-H.
- 公益社団法人日本薬学会の論文
- 1976-07-25
著者
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冨岡 幸彦
Faculty Of Pharmaceutical Sciences Fukuoka University
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小嶋 正治
Faculty Of Pharmaceutical Sciences Kyushu University
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富岡 幸彦
Faculty of Pharmaceutical Sciences, Kyushu University
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