(R)-5-((R)-2-(2,5-dimethoxy-4-methylphenyl)but-3-en-1-yl)-4,4-dimethyl-1,3,2-dioxathiolane 2,2-dioxide | 1340478-17-2

• 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: (R)-5-((R)-2-(2,5-dimethoxy-4-methylphenyl)but-3-en-1-yl)-4,4-dimethyl-1,3,2-dioxathiolane 2,2-dioxide
• 英文别名: (S)-5-((R)-2-(2,5-dimethoxy-4-methylphenyl)but-3-en-1-yl)-4,4-dimethyl-1,3,2-dioxathiolane 2,2-dioxide；(5S)-5-[(2R)-2-(2,5-dimethoxy-4-methylphenyl)but-3-enyl]-4,4-dimethyl-1,3,2-dioxathiolane 2,2-dioxide
• CAS: 1340478-17-2
• 化学式: C₁₇H₂₄O₆S
• 分子量: 356.44
• InChiKey: OKQRMOHQIQDRJH-LRDDRELGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  79.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (R)-5-((R)-2-(2,5-dimethoxy-4-methylphenyl)but-3-en-1-yl)-4,4-dimethyl-1,3,2-dioxathiolane 2,2-dioxide 在 ammonium cerium (IV) nitrate 、 sodium dithionite 作用下， 以 水 、 乙腈 、 四氢呋喃 为溶剂， 以85%的产率得到2-[(2R)-1-[(4S)-5,5-dimethyl-2,2-dioxo-1,3,2-dioxathiolan-4-yl]but-3-en-2-yl]-5-methylbenzene-1,4-diol
  参考文献：
  名称：

  Asymmetric total syntheses of heliannuol E and epi-heliannuol E

  摘要：

  Asymmetric total syntheses of heliannuol E and epi-heliannuol E were achieved in 10 and 13 steps, respectively, from the commercially available starting materials. The syntheses feature an intramolecular attacking on the sulfate to form the dihydropyran ring of heliannuol E and an acyl transfer-secondary carbocation capture sequence to construct the dihydropyran ring of epi-heliannuol E. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.131
• 作为产物：
  描述：

  5-(2,5-dimethoxy-4-methylphenyl)-2-methylhept-6-ene-2,3-diol 在 磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (R)-5-((R)-2-(2,5-dimethoxy-4-methylphenyl)but-3-en-1-yl)-4,4-dimethyl-1,3,2-dioxathiolane 2,2-dioxide 、 (S)-5-((S)-2-(2,5-dimethoxy-4-methylphenyl)but-3-en-1-yl)-4,4-dimethyl-1,3,2-dioxathiolane 2,2-dioxide
  参考文献：
  名称：

  Asymmetric total syntheses of heliannuol E and epi-heliannuol E

  摘要：

  Asymmetric total syntheses of heliannuol E and epi-heliannuol E were achieved in 10 and 13 steps, respectively, from the commercially available starting materials. The syntheses feature an intramolecular attacking on the sulfate to form the dihydropyran ring of heliannuol E and an acyl transfer-secondary carbocation capture sequence to construct the dihydropyran ring of epi-heliannuol E. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.131