Crystal and molecular structure of methyl D-tetronitroside.

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概要

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• The structure of the novel sugar, methyl D-tetronitroside [methyl 2,3,4,6-tetradeoxy-4-(methoxycarbonylamino)-3-<I>C</I>-methyl-3-nitro-D-<I>xylo</I>-hexopyranoside], was determined by X-ray analysis. This compound is a structural component of the antitumor antibiotics, tetrocarcins. The space group is <I>P</I>2<SUB>1</SUB> with <I>a</I>=11.782(3), <I>b</I>=10.271(2), <I>c</I>=11.636(3) Å, β=105.12(4)°, and <I>Z</I>=4. The structure was solved by direct methods, and least-squares refinement using 2503 reflexions gave the final <I>R</I> value of 0.079. Both the two independent molecules take a <SUP>4</SUP>C<SUB>1</SUB> chair conformation and they are connected together through two hydrogen bonds. Although the average C–C distance in the rings is 1.527 Å, the C(2)–C(3) distance is significantly long (average 1.546 Å) due to the steric hindrance by the nitro groups.

• 公益社団法人 日本化学会の論文

著者

• KASAI Masaji

  Tokyo Research Laboratories, Kyowa Hakko Kogyo Co., Ltd.

• Shirahata Kunikatsu

  Tokyo Research Laboratories Kyowa Hakko Kogyo Co. Ltd.

• Ohashi Yuji

  Laboratory Of Animal Science Kyoto Prefectural University

• Sasada Yoshio

  Laboratory of Chemistry for Natural Products, Faculty of Science, Tokyo Institute of Technology

• Hirayama Noriaki

  Tokyo Research Laboratories, Kyowa Hakko Kogyo Co., Ltd.

• Kasai Masaji

  Tokyo Research Laboratries, Kyowa Hakko Kogyo Co., Ltd.

• Shirahata Kunikatsu

  Tokyo Research Laboratries, Kyowa Hakko Kogyo Co., Ltd.

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