(3S,4R)-4-[(4-methoxyphenyl)methoxy]-1-phenylmethoxyhept-6-en-3-ol | 1309589-62-5

• 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: (3S,4R)-4-[(4-methoxyphenyl)methoxy]-1-phenylmethoxyhept-6-en-3-ol
• CAS: 1309589-62-5
• 化学式: C₂₂H₂₈O₄
• 分子量: 356.462
• InChiKey: WYQGLXVSPGUZTA-FCHUYYIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3S,4R)-4-[(4-methoxyphenyl)methoxy]-1-phenylmethoxyhept-6-en-3-ol 在 sodium hydride 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 2-[(3S,4R)-4-hydroxy-1-phenylmethoxyhept-6-en-3-yl]oxy-N,N-dimethylacetamide
  参考文献：
  名称：

  Concise Substrate-Controlled Asymmetric Total Synthesis of (+)-3-(Z)-Dihydrorhodophytin

  摘要：

  The first asymmetric total synthesis of (+)-3-(Z)-dihydrorhodophytin (1) has been accomplished in 15 steps in 17% overall yield from readily available starting material 6 in a substrate-controlled manner. Key steps in our synthesis are a highly stereoselective dianion alkylation for the synthesis of the alpha,alpha'-anti-RCM substrate and a strategy for the introduction of the chlorine function.

  DOI：

  10.3987/com-10-s(e)76
• 作为产物：
  描述：

  (1R)-1-[(1S)-oxiranyl]-but-3-en-1-ol 在 三氟化硼乙醚 、 四丁基碘化铵 、 sodium hydride 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 (3S,4R)-4-[(4-methoxyphenyl)methoxy]-1-phenylmethoxyhept-6-en-3-ol
  参考文献：
  名称：

  Concise Substrate-Controlled Asymmetric Total Synthesis of (+)-3-(Z)-Dihydrorhodophytin

  摘要：

  The first asymmetric total synthesis of (+)-3-(Z)-dihydrorhodophytin (1) has been accomplished in 15 steps in 17% overall yield from readily available starting material 6 in a substrate-controlled manner. Key steps in our synthesis are a highly stereoselective dianion alkylation for the synthesis of the alpha,alpha'-anti-RCM substrate and a strategy for the introduction of the chlorine function.

  DOI：

  10.3987/com-10-s(e)76

文献信息

• Concise Substrate-Controlled Asymmetric Total Synthesis of (+)-3-(Z)-Dihydrorhodophytin
  作者：Deukjoon Kim、Byungsook Kim、Te-ik Sohn、Sanghee Kim、Jongkook Lee

  DOI：10.3987/com-10-s(e)76

  日期：——

  The first asymmetric total synthesis of (+)-3-(Z)-dihydrorhodophytin (1) has been accomplished in 15 steps in 17% overall yield from readily available starting material 6 in a substrate-controlled manner. Key steps in our synthesis are a highly stereoselective dianion alkylation for the synthesis of the alpha,alpha'-anti-RCM substrate and a strategy for the introduction of the chlorine function.