inuloidin | 162666-19-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: inuloidin
• 英文别名: (2S,4R)-6-methyl-1-methylidene-4-propan-2-yl-3,4-dihydro-2H-naphthalene-2,7-diol
• CAS: 162666-19-5
• 化学式: C₁₅H₂₀O₂
• 分子量: 232.323
• InChiKey: TZQJUIQPFZWYSD-ABAIWWIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  inuloidin 、 甲氧基-三氟甲基苯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到
  参考文献：
  名称：

  Stereochemical investigation and total synthesis of inuloidin, a biologically active sesquiterpenoid from Heterotheca inuloides

  摘要：

  The stereochemistry of inuloidin (1), which was a sesquiterpenoid that was characterized as a plant growth inhibitory substance from Heterotheca inuloides, was investigated. The modified Mosher's method coupled with a total synthetic study using osmium oxidation and Burgess dehydration as key steps were performed to clarify the stereochemistry of 1, which was determined to be a 2S,4R isomer. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.057
• 作为产物：
  描述：

  2,7-bis(tert-butyldimethylsiloxy)-3,4-dihydro-1-hydroxycadalin 在 tetra-n-butylammoniumfluoride trihydrate 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以39%的产率得到inuloidin
  参考文献：
  名称：

  Stereochemical investigation and total synthesis of inuloidin, a biologically active sesquiterpenoid from Heterotheca inuloides

  摘要：

  The stereochemistry of inuloidin (1), which was a sesquiterpenoid that was characterized as a plant growth inhibitory substance from Heterotheca inuloides, was investigated. The modified Mosher's method coupled with a total synthetic study using osmium oxidation and Burgess dehydration as key steps were performed to clarify the stereochemistry of 1, which was determined to be a 2S,4R isomer. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.057

文献信息

• Stereochemical investigation and total synthesis of inuloidin, a biologically active sesquiterpenoid from Heterotheca inuloides
  作者：Jumpei Kamatani、Takehiro Iwadate、Reiko Tajima、Hideaki Kimoto、Yoichi Yamada、Noriyoshi Masuoka、Isao Kubo、Ken-ichi Nihei

  DOI：10.1016/j.tet.2014.03.057

  日期：2014.5

  The stereochemistry of inuloidin (1), which was a sesquiterpenoid that was characterized as a plant growth inhibitory substance from Heterotheca inuloides, was investigated. The modified Mosher's method coupled with a total synthetic study using osmium oxidation and Burgess dehydration as key steps were performed to clarify the stereochemistry of 1, which was determined to be a 2S,4R isomer. (c) 2014 Elsevier Ltd. All rights reserved.