(4aS,8S)-4a-methyl-8-hydroxy-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone | 188841-45-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4aS,8S)-4a-methyl-8-hydroxy-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone
• 英文别名: (4aS,8S)-8-hydroxy-4a-methyl-3,4,5,6,7,8-hexahydronaphthalen-2-one
• CAS: 188841-45-4
• 化学式: C₁₁H₁₆O₂
• 分子量: 180.247
• InChiKey: SLEYQMLVMGAGDK-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4aS,8S)-4a-methyl-8-hydroxy-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone 在 氨 、 lithium 作用下， 生成 (4aS,8S,8aS)-8-Hydroxy-4a-methyl-octahydro-naphthalen-2-one 、 4aβ-methyl-1,2,3,4,4a,5,6,7,8,8aα-decahydronaphthalene-1α,7β-diol
  参考文献：
  名称：

  Synthesis of 8-methyl-trans,trans-cyclodeca-3,7-dien-1β-ol and biotransformation into 4aβ-methyl-1,2,3,4,4a,5,6,7,8,8aα-decahydronaphthalene-1,7β-diol by Cichorium intybus.

  摘要：

  The biotransformation of 8-methyl-trans,trans-cyclodeca-3,7-dien-1 beta-ol (6) into trans-decaline 7 by a suspension of fresh chicory root (Cichorium intybus) was investigated. In this paper, the synthesis of 6 as well as its enzymatic transformation into 7, is presented. A transannular cyclization mechanism of the enzymatically acquired products is proposed.

  DOI：

  10.1016/s0040-4020(01)81115-7