(2R,3S)-2-butylbutane-1,3-diol

• 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: (2R,3S)-2-butylbutane-1,3-diol
• 化学式: C₈H₁₈O₂
• 分子量: 146.23
• InChiKey: OTKHZEOSBVSFCJ-JGVFFNPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-二甲氧基丙烷 、 (2R,3S)-2-butylbutane-1,3-diol 在 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以24%的产率得到(4S,5R)-5-Butyl-2,2,4-trimethyl-[1,3]dioxane
  参考文献：
  名称：

  Highly regioselective SN2′ reaction of β-fluoroallylic phosphates with organocopper reagents and its application to the synthesis of fluorine-containing carbocycles

  摘要：

  Treatment of beta-fluoroallyl phosphates with 2.2 equiv. of organocuprates, prepared readily from 2.2 equiv. each of CuCN and organometallics (organolithium reagents, Grignard reagents, and organozinc reagents), in THF at -40 to 0 degrees C for 0.25 to 24 h gave gamma-products in a highly regioselective manner. Thus obtained gamma-adducts were subjected to the ring-closing metathesis, the corresponding cyclic fluoroalkenes being afforded in good yields. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.06.012
• 作为产物：
  描述：

  (2R)-2-[(1S)-1-phenylmethoxyethyl]hexan-1-ol 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 以50%的产率得到(2R,3S)-2-butylbutane-1,3-diol
  参考文献：
  名称：

  Highly regioselective SN2′ reaction of β-fluoroallylic phosphates with organocopper reagents and its application to the synthesis of fluorine-containing carbocycles

  摘要：

  Treatment of beta-fluoroallyl phosphates with 2.2 equiv. of organocuprates, prepared readily from 2.2 equiv. each of CuCN and organometallics (organolithium reagents, Grignard reagents, and organozinc reagents), in THF at -40 to 0 degrees C for 0.25 to 24 h gave gamma-products in a highly regioselective manner. Thus obtained gamma-adducts were subjected to the ring-closing metathesis, the corresponding cyclic fluoroalkenes being afforded in good yields. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.06.012

文献信息

• Highly regioselective SN2′ reaction of β-fluoroallylic phosphates with organocopper reagents and its application to the synthesis of fluorine-containing carbocycles
  作者：Takashi Nihei、Yusuke Kubo、Takashi Ishihara、Tsutomu Konno

  DOI：10.1016/j.jfluchem.2014.06.012

  日期：2014.11

  Treatment of beta-fluoroallyl phosphates with 2.2 equiv. of organocuprates, prepared readily from 2.2 equiv. each of CuCN and organometallics (organolithium reagents, Grignard reagents, and organozinc reagents), in THF at -40 to 0 degrees C for 0.25 to 24 h gave gamma-products in a highly regioselective manner. Thus obtained gamma-adducts were subjected to the ring-closing metathesis, the corresponding cyclic fluoroalkenes being afforded in good yields. (C) 2014 Elsevier B.V. All rights reserved.