ethyl 2,6-dihydroxy-2-isopropylhexanoate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 2,6-dihydroxy-2-isopropylhexanoate
• 英文别名: Ethyl 2,6-dihydroxy-2-propan-2-ylhexanoate；ethyl 2,6-dihydroxy-2-propan-2-ylhexanoate
• 化学式: C₁₁H₂₂O₄
• 分子量: 218.293
• InChiKey: HGDVJVVASVQIBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-甲基-2-氧代丁酰乙酯 、 4-碘-1-丁醇 在 异丙基氯化镁 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.91h， 以46%的产率得到ethyl 2,6-dihydroxy-2-isopropylhexanoate
  参考文献：
  名称：

  Grignard Reagents:  Alkoxide-Directed Iodine−Magnesium Exchange at sp³ Centers

  摘要：

  [GRAPHICS]Sequential addition of i-PrMgCl and BuLi to Sp(3) hybridized iodoalcohols triggers a facile iodine-metal exchange. Intercepting the resulting cyclic Grignard reagents with a slight excess of an electrophile leads to a diverse range of substituted alcohols. The iodine-magnesium exchange strategy is effective with 3-carbon iodoalcohols bearing alkyl substitutents on the carbinol or adjacent carbons and with the chainextended homolog 4-iodobutan-1-ol.

  DOI：

  10.1021/ol701947y

文献信息

• Grignard Reagents:  Alkoxide-Directed Iodine−Magnesium Exchange at sp³ Centers
  作者：Fraser F. Fleming、Subrahmanyam Gudipati、Viet Anh Vu、Robert J. Mycka、Paul Knochel

  DOI：10.1021/ol701947y

  日期：2007.10.1

  [GRAPHICS]Sequential addition of i-PrMgCl and BuLi to Sp(3) hybridized iodoalcohols triggers a facile iodine-metal exchange. Intercepting the resulting cyclic Grignard reagents with a slight excess of an electrophile leads to a diverse range of substituted alcohols. The iodine-magnesium exchange strategy is effective with 3-carbon iodoalcohols bearing alkyl substitutents on the carbinol or adjacent carbons and with the chainextended homolog 4-iodobutan-1-ol.