1-((E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-enyloxymethyl)-4-methoxy-benzene | 909193-80-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-((E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-enyloxymethyl)-4-methoxy-benzene
• 英文别名: 1-[[(E,2S,3R,4S)-6-cyclohexyl-3-(methoxymethoxy)-2,4-dimethylhex-5-enoxy]methyl]-4-methoxybenzene
• CAS: 909193-80-2
• 化学式: C₂₄H₃₈O₄
• 分子量: 390.563
• InChiKey: BSSNHSBJQBVOBH-OCMILKCKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-((E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-enyloxymethyl)-4-methoxy-benzene 在 sodium hexamethyldisilazane 、 臭氧 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 7.17h， 生成 1-(((2S,3R,4S,Z)-6-iodo-3-(methoxymethoxy)-2,4-dimethylhept-5-enyloxy)methyl)-4-methoxybenzene
  参考文献：
  名称：

  Scalable, Catalytic Asymmetric Synthesis of Syn, Anti Stereotriad Building Blocks for Polypropionate Antibiotics

  摘要：

  Asymmetric catalysis and chirality transfer by the 2,3-Wittig rearrangement were combined to provide a syn, anti stereotriad-containing olefinic alcohol in five steps from inexpensive starting materials. Development of this compound, a versatile intermediate for polypropionate synthesis, gave known building blocks for discodermolide.

  DOI：

  10.1021/ol0612612
• 作为产物：
  描述：

  [(1E,3S,4R)-4-(methoxymethoxy)-3,5-dimethylhexa-1,5-dienyl]cyclohexane 在 9-borabicyclo[3.3.1]nonane dimer 、 四丁基碘化铵 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 1-((E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-enyloxymethyl)-4-methoxy-benzene
  参考文献：
  名称：

  Scalable, Catalytic Asymmetric Synthesis of Syn, Anti Stereotriad Building Blocks for Polypropionate Antibiotics

  摘要：

  Asymmetric catalysis and chirality transfer by the 2,3-Wittig rearrangement were combined to provide a syn, anti stereotriad-containing olefinic alcohol in five steps from inexpensive starting materials. Development of this compound, a versatile intermediate for polypropionate synthesis, gave known building blocks for discodermolide.

  DOI：

  10.1021/ol0612612

文献信息

• Scalable, Catalytic Asymmetric Synthesis of Syn, Anti Stereotriad Building Blocks for Polypropionate Antibiotics
  作者：Kathlyn A. Parker、Huanyan Cao

  DOI：10.1021/ol0612612

  日期：2006.8.1

  Asymmetric catalysis and chirality transfer by the 2,3-Wittig rearrangement were combined to provide a syn, anti stereotriad-containing olefinic alcohol in five steps from inexpensive starting materials. Development of this compound, a versatile intermediate for polypropionate synthesis, gave known building blocks for discodermolide.