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KMID : 0043319990220040398
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Archives of Pharmacal Research
1999 Volume.22 No. 4 p.398 ~ p.400
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Total Synthesis of Sufentanil
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Shin Dong-Yun
Ryu Jae-Sang
Hyun Soon-Sil
Park Hyun-Ju
Jeon Ra-Ok
Suh Young-Ger
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Abstract
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Sufentanil, a potent anilidopiperidine analgesic, was synthesized from a simple thiophenylethylamine via six sequence. The key parts of this synthesis involved an efficient construction of thiophenylethylpiperidone by aminomethano desilylation-cyclization followed by Swern oxidation and a direct regioselective N-nucleophilic spiral epoxide cleavage with aniline promoted by Lewis acids.
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KEYWORD
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Total Synthesis, Sufentanil, Analgesics, Piperidine, Oxirane
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