Deamination Reaction of Diastereomeric DL-2 (1-Phenylcyclohexyl) cyclohexylamine with Nitrous Acid
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概要
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DL-trans-and DL-cis-2-(1-Phenylcyclohexyl) cyclohexylamine (trans- and cis-II) were prepared from DL-2-(1-phenylcyclohexyl) cyclohexanone (I) and submitted to deamination reaction with HNO_2 expecting steric government of 1-phenylcyclohexyl group as an extraordinarily bulky substituent. As a result, steric effect was observed more remarkably in the reaction of trans-II than of cis-II. On the way to completion of the reaction, cis-II nitrite was isolated as one of unusual examples. In addition, dehydration reaction of trans-and cis-alcohol derived from I and the Chugaev reaction of their xanthates were undertaken to prepare reference compounds for the identifications of products from the deamination reaction. All reactions involved in this study were mechanistically discussed.
- 公益社団法人日本薬学会の論文
- 1971-06-25
著者
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小林 恒雄
Faculty Of Pharmaceutical Sciences Kyushu University
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田口 胤三
Faculty of Pharmaceutical Sciences, Kyushu University
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川副 裕一
Faculty of Pharmaceutical Sciences, Kyushu University
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川副 裕一
Faculty Of Pharmaceutical Sciences Kyushu University
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田口 胤三
Faculty Of Pharmaceutical Sciences Kyushu University
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