Crystalline Structure of N-(S)-2-Heptyl (1R,2R)-2-(2,3-Anthracenedicarboximido)cyclohexanecarboxamide That Differs from Its Preferred Conformation in the Solvent Used for Crystallization

• AKASAKA Kazuaki

  Graduate School of Life Sciences, Tohoku University

• OHTAKI Takashi

  Graduate School of Life Sciences, Tohoku University

• KABUTO Chizuko

  Faculty of Sciences, Tohoku University

• KITAHARA Takeshi

  Kitasato Institute

• OHRUI Hiroshi

  Graduate School of Life Sciences, Tohoku University

Bibliographic Information

Other Title

• Crystalline Structure of<i>N</i>-(<i>S</i>)-2-Heptyl (1<i>R</i>,2<i>R</i>)-2-(2,3-Anthracenedicarboximido)cyclohexanecarboxamide That Differs from Its Preferred Conformation in the Solvent Used for Crystallization

Abstract

The crystalline structure of N-(S)-2-heptyl (1R,2R)-2-(2,3-anthracenedicarboximido)cyclohexamide (1), which was crystallized from methanol, was determined by an X-ray analysis and had a different conformation from its preferred one in CD₃OD by a ¹H-NMR analysis. Inter- and intra-molecular CH-π interaction in a crystal plays a very important role in crystal packing. The preferred conformation of the amide derivative in a solution allows us to exploit (1R,2R)-2-(2,3-anthracenedicarboximido)cyclohexanecarbonyl chloride as a conversion reagent to determine the absolute configuration of chiral amines by ¹H-NMR.

Journal

• Bioscience, Biotechnology, and Biochemistry

  Bioscience, Biotechnology, and Biochemistry 69 (10), 2002-2004, 2005

  Japan Society for Bioscience, Biotechnology, and Agrochemistry

Keywords

• crystalline structure
• <I>N</I>-(<I>S</I>)-2-heptyl (1<I>R</I>,2<I>R</I>)-2-(2,3-anthracenedicarboximido)cyclohexanecarboxamide
• chiral reagent
• fluorescent reagent

Details

• CRID: 1390282681453033344
• NII Article ID: 130000030540
• NII Book ID: AA10824164
• DOI: 10.1271/bbb.69.2002
• ISSN: 13476947
• ISSN: 09168451
• NDL BIB ID: 7679986
• PubMed: 16244459
• Web Site: http://id.ndl.go.jp/bib/7679986
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I7679986
• Web Site: http://www.tandfonline.com/doi/pdf/10.1271/bbb.69.2002
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
• Abstract License Flag: Disallowed