7-Methoxy-1,6-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-ol | 330574-00-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 7-Methoxy-1,6-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-ol
• CAS: 330574-00-0
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: BCYCGBSJXQQIOW-UHFFFAOYSA-N

物化性质

• 沸点：
  327.3±42.0 °C(predicted)
• 密度：
  1.074±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  7-Methoxy-1,6-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-ol 在 palladium on activated charcoal chromium(VI) oxide 、 氢气 作用下， 以 乙醚 、 乙醇 、 水 、 溶剂黄146 、 丙酸 为溶剂， 反应 11.0h， 生成 6-methoxy-4,7-dimethyl-1-propan-2-yl-3,4-dihydro-2H-naphthalen-1-ol
  参考文献：
  名称：

  xxx, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 11, p. 822 - 825

  摘要：

  DOI：
• 作为产物：
  描述：

  2-甲基苯甲醚 在 盐酸 、 三氯化铝 、 PPA 、 磷酸 、 汞 、 锌 作用下， 以 乙醚 、 水 、 硝基苯 、 甲苯 为溶剂， 反应 54.5h， 生成 7-Methoxy-1,6-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-ol
  参考文献：
  名称：

  xxx, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 11, p. 822 - 825

  摘要：

  DOI：

文献信息

• (+)- and (−)-Mutisianthol: First Total Synthesis, Absolute Configuration, and Antitumor Activity
  作者：Graziela G. Bianco、Helena M. C. Ferraz、Arinice M. Costa、Letícia V. Costa-Lotufo、Cláudia Pessoa、Manoel O. de Moraes、Marcus G. Schrems、Andreas Pfaltz、Luiz F. Silva

  DOI：10.1021/jo9000405

  日期：2009.3.20

  The first synthesis of the natural product (+)-mutisianthol was accomplished in 11 steps and in 21% overall yield from 2-methylanisole. The synthesis of its enantiomer was also performed in a similar overall yield. The absolute configuration of the sesquiterpene (+)-mutisianthol was assigned as (1S,3R). Key steps in the route are the asymmetric hydrogenation of a nonfunctionalized olefin using chiral iridium catalysts and the ring contraction of 1,2-dihydronaphthalenes using thallium(III) or iodine(III). The target molecules show moderate activity against the human tumor cell lines SF-295, HCT-8, and MDA-MB-435.
• Identification and synthesis of Trinorcadalene Phytoalexins formed by Hibiscus cannabinus in honour of Professor G. H. Neil Towers 75th birthday
  作者：Alois A. Bell、Robert D. Stipanovic、Jiuxu Zhang、Marshall E. Mace、Joseph H. Reibenspies

  DOI：10.1016/s0031-9422(98)00183-6

  日期：1998.9

  Two trinorcadalene phytoalexins, hibiscanal (2,8-dihydroxy-4,7-dimethoxy-6-methyl-1-naphthaldehyde) and o-hibiscanone (3,8-dimethyl-1,2-naphthoquinone), were isolated and identified from stem stele of kenaf (Hibiscus cannabinus) inoculated with the fungal pathogen Verticillium dahliae. o-Hibiscanone also was synthesized. The ED50 values of hibiscanal and o-hibiscanone against V. dahliae were 25.83 and 1.18 mu g/ml, respectively. o-Hibiscanone killed all propagules of V. dahliae and Fusarium oxysporum rtm f. sp. vasinfectum at 8 mu g/ml and 12 mu g/ml, respectively. o-Hibiscanone is more toxic to V. dahliae than desoxyhemigossypol, the most toxic phytoalexin known in cotton (Gossypium species), or mansonone C (3,8-dimethyl-5-isopropyl-1,2-naphthoquinone) which has been isolated from other malvaceous species. The implications of these findings for the genetic engineering of cotton phytoalexins is discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.