(E)-(2R,3R)-2-Hydroxy-3-[2-(isopropyl-dimethyl-silanyloxy)-ethyl]-hex-4-enoic acid methyl ester | 133833-53-1

• 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: (E)-(2R,3R)-2-Hydroxy-3-[2-(isopropyl-dimethyl-silanyloxy)-ethyl]-hex-4-enoic acid methyl ester
• 英文别名: methyl (E,2R,3R)-3-[2-[dimethyl(propan-2-yl)silyl]oxyethyl]-2-hydroxyhex-4-enoate
• CAS: 133833-53-1
• 化学式: C₁₄H₂₈O₄Si
• 分子量: 288.459
• InChiKey: HTWMEGNBPFRYNK-AHYBDNRGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.73
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙醛酸甲酯 、 [((Z)-Hex-3-enyl)oxy]-isopropyl-dimethyl-silane 在 四氯化锡 作用下， 以77%的产率得到(E)-(2R,3R)-2-Hydroxy-3-[2-(isopropyl-dimethyl-silanyloxy)-ethyl]-hex-4-enoic acid methyl ester
  参考文献：
  名称：

  Highly regio- and stereocontrolled glyoxylate-ene reaction with (homo)allylic ethers: remarkable alkoxy effect in regio- and stereocontrol

  摘要：

  A highly regio- and stereocontrolled glyoxylate-ene reaction with allylic and homoallylic ethers has been developed, which allows regio- and stereospecific multifunctionalizations as highlighted by a short synthesis of (+/-)-avenaciolide.

  DOI：

  10.1021/jo00009a003

文献信息

• Highly regio- and stereocontrolled glyoxylate-ene reaction with (homo)allylic ethers: remarkable alkoxy effect in regio- and stereocontrol
  作者：Koichi Mikami、Masaki Shimizu、Takeshi Nakai

  DOI：10.1021/jo00009a003

  日期：1991.4

  A highly regio- and stereocontrolled glyoxylate-ene reaction with allylic and homoallylic ethers has been developed, which allows regio- and stereospecific multifunctionalizations as highlighted by a short synthesis of (+/-)-avenaciolide.