(-)-5β-hydroxy-β-selinene | 120021-85-4

• 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: (-)-5β-hydroxy-β-selinene
• 英文别名: (3R,4aS,8aR)-8a-methyl-5-methylidene-3-prop-1-en-2-yl-2,3,4,6,7,8-hexahydro-1H-naphthalen-4a-ol
• CAS: 120021-85-4
• 化学式: C₁₅H₂₄O
• 分子量: 220.355
• InChiKey: OEFZSVXJENLPRM-KFWWJZLASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (-)-5β-hydroxy-β-selinene 在 AD-mix-α 作用下， 以 水 、 叔丁醇 为溶剂， 反应 24.0h， 生成 (-)-[11S]-eudesm-4(14)-en-5β,11S,12-triol
  参考文献：
  名称：

  Enantioselective total syntheses of kudtriol, 5-epi-kudtriol and their C-11 epimers

  摘要：

  Two approaches for the enantioselective syntheses of naturally occurring kudtriol 2a and 5-epi-kudtriol 3a as well as their C-ll epimers are presented, both using the Sharpless asymmetric dihydroxylation as the key reaction. Through comparison of the spectral data of natural triols and synthetic samples, we could confirm the absolute configuration of the natural triols. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00119-1
• 作为产物：
  描述：

  α-香附酮 在 dichloroalane 、 碳酸氢钠 、 间氯过氧苯甲酸 、 lithium diisopropyl amide 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 34.0h， 生成 (-)-5β-hydroxy-β-selinene
  参考文献：
  名称：

  Enantioselective total syntheses of kudtriol, 5-epi-kudtriol and their C-11 epimers

  摘要：

  Two approaches for the enantioselective syntheses of naturally occurring kudtriol 2a and 5-epi-kudtriol 3a as well as their C-ll epimers are presented, both using the Sharpless asymmetric dihydroxylation as the key reaction. Through comparison of the spectral data of natural triols and synthetic samples, we could confirm the absolute configuration of the natural triols. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00119-1

文献信息

• First Synthesis of (+)-5α-Hydroxy-β-selinene and (−)-5β-Hydroxy-β-selinene
  作者：Zhaoming Xiong、Gang Zhou、Yonggang Chen、Yulin Li

  DOI：10.1039/a801951g

  日期：——

  A facile and efficient synthesis of (+)-5α-hydroxy-β-selinene 1 and (–)-5β-hydroxy-β-selinene 2 starting from (+)-dihydrocarvone has been carried out.

  以(+)-二氢香芹酮为起点，简便高效地合成了(+)-5δ-±-羟基-δ-硒烯 1 和(â)-5δ-²-羟基-δ-硒烯 2。