(1S,4aR,8aS)-1-Hydroxy-4-isopropyl-1-methyl-6-(4-methyl-pent-3-enyl)-4a,5,8,8a-tetrahydro-1H-naphthalen-2-one

• 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: (1S,4aR,8aS)-1-Hydroxy-4-isopropyl-1-methyl-6-(4-methyl-pent-3-enyl)-4a,5,8,8a-tetrahydro-1H-naphthalen-2-one
• 英文别名: (1S,4aR,8aS)-1-hydroxy-1-methyl-6-(4-methylpent-3-enyl)-4-propan-2-yl-4a,5,8,8a-tetrahydronaphthalen-2-one
• 化学式: C₂₀H₃₀O₂
• 分子量: 302.457
• InChiKey: IHFQHBMMXQUBQH-BJLQDIEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (+/-)-(1α,3α,4α,7S*)-3-Acetyloxy-3-methyl-6-(1-methylethyl)-7-(5-methyl-1-methylene-4-hexenyl)bicyclo[2.2.2]oct-5-en-2-one 在 sodium hydroxide 、 水 作用下， 以 甲醇 、 邻二氯苯 为溶剂， 反应 44.0h， 生成 (1S,4aR,8aS)-1-Hydroxy-4-isopropyl-1-methyl-6-(4-methyl-pent-3-enyl)-4a,5,8,8a-tetrahydro-1H-naphthalen-2-one
  参考文献：
  名称：

  SYNTHESIS OF (+)-OBTUNONE. A NEW ROUTE TO THE CADINANE SKELETON

  摘要：

  DOI：

  10.1080/00304949909355337

文献信息

• Microwave-Based Reaction Screening: Tandem Retro-Diels–Alder/Diels–Alder Cycloadditions of<i>o</i>-Quinol Dimers
  作者：Suwei Dong、Katharine J. Cahill、Moon-Il Kang、Nancy H. Colburn、Curtis J. Henrich、Jennifer A. Wilson、John A. Beutler、Richard P. Johnson、John A. Porco

  DOI：10.1021/jo201658y

  日期：2011.11.4

  We have accomplished a parallel screen of cycloaddition partners for o-quinols utilizing a plate-based microwave system. Microwave irradiation improves the efficiency of retro-Diels-Alder/Diels-Alder cascades of o-quinol dimers which generally proceed in a diastereoselective fashion. Computational studies indicate that asynchronous transition states are favored in Diels-Alder cycloadditions of o-quinols. Subsequent biological evaluation of a collection of cycloadducts has identified an inhibitor of activator protein-1 (AP-1), an oncogenic transcription factor.
• SYNTHESIS OF (+)-OBTUNONE. A NEW ROUTE TO THE CADINANE SKELETON
  作者：Barry B. Snider、Zheng Chen

  DOI：10.1080/00304949909355337

  日期：1999.10