[(1E,3S,4R)-4-(methoxymethoxy)-3,5-dimethylhexa-1,5-dienyl]cyclohexane | 909193-81-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(1E,3S,4R)-4-(methoxymethoxy)-3,5-dimethylhexa-1,5-dienyl]cyclohexane
• CAS: 909193-81-3
• 化学式: C₁₆H₂₈O₂
• 分子量: 252.397
• InChiKey: BAOSUDUESPJPMT-BJCHZKIZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  (Z,S)-α-(1-Propenyl)cyclohexanemethanol 在 正丁基锂 、 potassium tert-butylate 、 sodium hydride 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 32.0h， 生成 [(1E,3S,4R)-4-(methoxymethoxy)-3,5-dimethylhexa-1,5-dienyl]cyclohexane
  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

• Intermediates for the synthesis of polypropionate antibiotics
  申请人：The Research Foundation of State University of New York

  公开号：US07297807B1

  公开（公告）日：2007-11-20

  The invention relates to intermediate compounds of the formula wherein R1 is H or a protecting group, R2 and R3 each independently represent H, methyl, or a leaving group, provided that at least one, but not both, of R2 and R3 is a leaving group. The intermediate compounds are useful for the synthesis of discodermolide, its derivatives, and related compounds.

  这项发明涉及公式中的中间化合物 其中R1为H或保护基团，R2和R3分别独立地代表H、甲基或脱离基团，但要求R2和R3中至少有一个而不是两个是脱离基团。这些中间化合物可用于合成discodermolide、其衍生物和相关化合物。
• INTERMEDIATES FOR THE SYNTHESIS OF POLYPROPIONATE ANTIBIOTICS
  申请人：Parker Kathlyn

  公开号：US20070282121A1

  公开（公告）日：2007-12-06

  The invention relates to intermediate compounds of the formula wherein R 1 is H or a protecting group, R 2 and R 3 each independently represent H, methyl, or a leaving group, provided that at least one, but not both, of R 2 and R 3 is a leaving group. The intermediate compounds are useful for the synthesis of discodermolide, its derivatives, and related compounds.
• US7297807B1
  申请人：——

  公开号：US7297807B1

  公开（公告）日：2007-11-20
• 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.