2,5-dimethyl-1,4,7-heptanetriol | 200408-71-5

• 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: 2,5-dimethyl-1,4,7-heptanetriol
• CAS: 200408-71-5
• 化学式: C₉H₂₀O₃
• 分子量: 176.256
• InChiKey: CIDYRZDWAIXUQT-HRDYMLBCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.38
• 重原子数：
  12.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  60.69
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  叔丁基二苯基氯硅烷 、 2,5-dimethyl-1,4,7-heptanetriol 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以53%的产率得到(2R,4R,5S)-1,7-Bis-(tert-butyl-diphenyl-silanyloxy)-2,5-dimethyl-heptan-4-ol
  参考文献：
  名称：

  A new methodology for the stereoselective synthesis of 4-substituted butenolides: Asymmetric Michael addition reaction of 2-(trimethylsilyloxy)furans to oxazolidinone enoates

  摘要：

  Chiral Lewis acid promoted Michael addition of 2-(trimethylsilyloxy)furans to oxazolidinone enoates (2) in the presence of hexafluoroisopropanol proceeded stereoselectively to give 4-substituted butenolides in good yields. A 1:1 complex prepared in situ from Sc(OTf)(3) and 3,3'-bis(diethylaminomethyl)-1,1'-bi-2-naphthol 5b showed excellent anti-selectivity and moderate enantioselectivity, while Cu(OTf)(2)-bis(oxazoline) complex exhibited excellent enantioselectivity and moderate to good anti-selectivity. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10152-1
• 作为产物：
  描述：

  (S,S)-3-[3-(4'-methyl-2',5'-dihydro-5'-oxo-2'-furyl)butanoyl]-1,3-oxazolidin-2-one 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 4.0h， 生成 2,5-dimethyl-1,4,7-heptanetriol
  参考文献：
  名称：

  A new methodology for the stereoselective synthesis of 4-substituted butenolides: Asymmetric Michael addition reaction of 2-(trimethylsilyloxy)furans to oxazolidinone enoates

  摘要：

  Chiral Lewis acid promoted Michael addition of 2-(trimethylsilyloxy)furans to oxazolidinone enoates (2) in the presence of hexafluoroisopropanol proceeded stereoselectively to give 4-substituted butenolides in good yields. A 1:1 complex prepared in situ from Sc(OTf)(3) and 3,3'-bis(diethylaminomethyl)-1,1'-bi-2-naphthol 5b showed excellent anti-selectivity and moderate enantioselectivity, while Cu(OTf)(2)-bis(oxazoline) complex exhibited excellent enantioselectivity and moderate to good anti-selectivity. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10152-1