Communication to the Editor : Concise, Protecting-Group-Free Synthesis of (+)-Nemonapride via Eu(OTf)₃-Catalyzed Aminolysis of 3,4-Epoxy Alcohol

• Uesugi Shun-ichiro

  Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University

• Sasano Yusuke

  Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University

• Matsui Shogo

  Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University

• Kanoh Naoki

  Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University

• Iwabuchi Yoshiharu

  Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University

書誌事項

タイトル別名

• Concise, Protecting-Group-Free Synthesis of (+)-Nemonapride <i>via</i> Eu(OTf)₃-Catalyzed Aminolysis of 3,4-Epoxy Alcohol

抄録

A concise, protecting-group-free synthesis of the antipsychotic agent (+)-nemonapride has been achieved featuring a europium(III) trifluoromethanesulfonate (Eu(OTf)₃)-catalyzed C4 selective aminolysis of a 3,4-epoxy alcohol by benzylamine and an expedient use of the resulting 4-benzylamino-1,3-diol product for constructing the pyrrolidine skeleton.

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 65 (1), 22-24, 2017

  公益社団法人 日本薬学会

キーワード

• chemoselectivity
• aminolysis
• 3,4-epoxy alcohol
• Lewis acid catalysis
• protecting-group-free
• nemonapride

詳細情報

• CRID: 1390282679154512128
• NII論文ID: 130005187631
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.c16-00568
• ISSN: 13475223
• ISSN: 00092363
• NDL書誌ID: 027819891
• PubMed: 28049911
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I027819891
• Web Site: https://www.jstage.jst.go.jp/article/cpb/65/1/65_c16-00568/_pdf
• 本文言語コード: en
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