methyl 3-methoxy-5-methyl-1-naphthoate | 110450-53-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 3-methoxy-5-methyl-1-naphthoate
• 英文别名: 3-methoxy-5-methyl-[1]naphthoic acid methyl ester；3-Methoxy-5-methyl-[1]naphthoesaeure-methylester；Methyl 3-methoxy-5-methylnaphthalene-1-carboxylate
• CAS: 110450-53-8
• 化学式: C₁₄H₁₄O₃
• 分子量: 230.263
• InChiKey: RVGBVHRFUDKYMG-UHFFFAOYSA-N

物化性质

• 沸点：
  366.1±22.0 °C(Predicted)
• 密度：
  1.141±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-methoxy-5-methyl-1-naphthoyl chloride 在 palladium on activated charcoal 4-二甲氨基吡啶 、 ammonium hydroxide 、 氨 、 氢气 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 、 溶剂黄146 、 丙酮 为溶剂， 反应 0.5h， 生成 methyl 3-methoxy-5-methyl-1-naphthoate
  参考文献：
  名称：

  对阿奇霉素A和B的合成研究。从阿奇霉素生产菌株中分离出的次要成分的合成和绝对立体化学

  摘要：

  分离自灰链霉菌S42227的次要成分以光学活性形式合成，并且阿奇霉素的C-18和C-19的绝对构型假定为18S，19S。

  DOI：

  10.1016/s0040-4039(00)96163-x

文献信息

• Azinomycins A and B, new antitumor antibiotics. II Chemical structures.
  作者：KOUICHI YOKOI、KATSUHIKO NAGAOKA、TOSHIAKI NAKASHIMA

  DOI：10.1248/cpb.34.4554

  日期：——

  The structures of azinomycins A and B, new antitumor antibiotics produced by a strain of Streptomyces, were determined on the basis of their spectral and chemical properties. The structures of three related metabolites coproduced with these antibiotics were also determined.

  根据一种链霉菌产生的新型抗肿瘤抗生素偶氮霉素 A 和 B 的光谱和化学特性，确定了它们的结构。此外，还确定了与这些抗生素共同产生的三种相关代谢物的结构。
• Studies on the Mechanism of Action of Azinomycin B:  Definition of Regioselectivity and Sequence Selectivity of DNA Cross-Link Formation and Clarification of the Role of the Naphthoate
  作者：Robert S. Coleman、Ronelito J. Perez、Christopher H. Burk、Antonio Navarro

  DOI：10.1021/ja025563k

  日期：2002.11.1

  Evaluation of the sequence selectivity, noncovalent association, and orientation of the DNA cross-linking agent azinomycin B on its duplex DNA receptor is described. A strong correlation between sequence nucleophilicity and cross-linking yield was observed, and steric effects due to the thymine C5-methyl group were identified. Detailed studies on the role of the azinomycin naphthoate using viscometry, fluorescence contact energy transfer, and DNA unwinding assays point to a nonintercalative binding mode for this group. A kinetic assay for agent regioselectivity was used to determine the orientation of binding and covalent cross-link formation.
• SHIBUYA, MASAYUKI;TERAUCHI, HIDEO, TETRAHEDRON LETT., 28,(1987) N 23, 2619-2622
  作者：SHIBUYA, MASAYUKI、TERAUCHI, HIDEO

  DOI：——

  日期：——
• Synthetic studies toward azinomycins A and B. Synthesis and absolute stereochemistry of the minor component isolated from azinomycins producing strain
  作者：Masayuki Shibuya、Hideo Terauchi

  DOI：10.1016/s0040-4039(00)96163-x

  日期：1987.1

  The minor component isolated from Streptomyces griseofuscus S42227 was synthesized in optically active form and the absolute configurations of C-18 and C-19 of azinomycins were presumed as 18S, 19S.

  分离自灰链霉菌S42227的次要成分以光学活性形式合成，并且阿奇霉素的C-18和C-19的绝对构型假定为18S，19S。