(-)-[11S] 4β,5β-epoxyeudesm-11S,12-isopropylidene ketal | 263860-20-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (-)-[11S] 4β,5β-epoxyeudesm-11S,12-isopropylidene ketal
• 英文别名: (1aS,4aR,7R,8aR)-1a,4a-dimethyl-7-[(4S)-2,2,4-trimethyl-1,3-dioxolan-4-yl]-3,4,5,6,7,8-hexahydro-2H-naphtho[1,8a-b]oxirene
• CAS: 263860-20-4
• 化学式: C₁₈H₃₀O₃
• 分子量: 294.434
• InChiKey: DVFCTJPMARFNJL-FXXCCUJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  30.99
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (-)-[11S] 4β,5β-epoxyeudesm-11S,12-isopropylidene ketal 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以84%的产率得到(-)-[11S]-5β-hydroxyeudesm-4(14)-en-11S,12-isopropylidene ketal
  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：

  (2R,4aR)-2-异丙烯基-4A,8-二甲基-1,2,3,4,4A,5,6,7-八氢萘 在 AD-mix-α 、 碳酸氢钠 、 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 26.17h， 生成 (-)-[11S] 4β,5β-epoxyeudesm-11S,12-isopropylidene ketal
  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

• Zhou, Gang; Gao, Xiaolei; Zhang, Zhe, Journal of Chemical Research - Part S, 2000, # 4, p. 174 - 175
  作者：Zhou, Gang、Gao, Xiaolei、Zhang, Zhe、Li, Yulin

  DOI：——

  日期：——
• Enantioselective total syntheses of kudtriol, 5-epi-kudtriol and their C-11 epimers
  作者：Gang Zhou、Xiaolei Gao、Zhe Zhang、Weidong Z Li、Yulin Li

  DOI：10.1016/s0957-4166(00)00119-1

  日期：2000.5

  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.