SYNTHESIS AND CONFORMATIONAL-ANALYSIS OF ISOMERIC 3-PROPANANILIDOTROPANES

SYNTHESIS AND CONFORMATIONAL-ANALYSIS OF ISOMERIC 3-PROPANANILIDOTROPANES
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DOI:
10.1002/jhet.5570140412
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发表时间:
1977-01-01
影响因子:
2.4
通讯作者:
RILEY, TN
RILEY, TN
中科院分区:
化学3区
文献类型:
--
作者:
BAGLEY, JR;RILEY, TN

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合成了异构体3-苯胺基和3-丙基苯胺基托烷,并得到了异构化纯的异构体。通过红外光谱和NRAR分析,研究了这些异构体的构型和溶质构象。已证明3个β-异构体存在于正常的哌啶环状构象中,而3-α-苯胺基托烷存在于扁平的哌啶环状构象中,而3-α-丙氨基杂环异构体优先存在于其中的哌啶环系为船的构象中。
The isomeric 3‐anilino and 3‐propananilidotropanes have been synthesized and obtained in isomerically pure form. The configurations and solute conformations of these isomers were studiedviaglc and nrar analysis. The 3β‐isomers have been shown to exist in the normal piper‐idine chair conformation whereas the 3α‐anilino tropane exists in a flattened piperidine chair conformation and the 3α‐propananilidotropane isomer preferentially exists in a conformation in which the piperidine ring system is a boat.