5-(hydroxythioethyl)pentyl β-D-glucopyranoside

• 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: 5-(hydroxythioethyl)pentyl β-D-glucopyranoside
• 英文别名: (2R,3R,4S,5S,6R)-2-[5-(2-hydroxyethylsulfanyl)pentoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₁₃H₂₆O₇S
• 分子量: 326.411
• InChiKey: NAUFQPRSBQCWKQ-UJPOAAIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  145
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-penten-1-yl-β-D-glucopyranoside 、 2-巯基乙醇 在 偶氮二异丁腈 作用下， 以 1,4-二氧六环 为溶剂， 以88%的产率得到5-(hydroxythioethyl)pentyl β-D-glucopyranoside
  参考文献：
  名称：

  Use of n-Pentenyl Glycosides as Precursors to Various Spacer Functionalities

  摘要：

  Pent-4-enyl beta-D-glucopyranoside and its peracetylated and perbenzylated derivatives are shown to be excellent substrates for preparation of a wide variety of spacer functionalities. The spacer derivatives so obtained are promising substrates for preparing agents such as neo-glycoconjugates, micelles, and liquid crystalline phases, which are of interest for studying various biological and physiological phenomena of carbohydrates.

  DOI：

  10.1021/jo9909554

文献信息

• Use of <i>n</i>-Pentenyl Glycosides as Precursors to Various Spacer Functionalities
  作者：Therese Buskas、Eva Söderberg、Peter Konradsson、Bert Fraser-Reid

  DOI：10.1021/jo9909554

  日期：2000.2.1

  Pent-4-enyl beta-D-glucopyranoside and its peracetylated and perbenzylated derivatives are shown to be excellent substrates for preparation of a wide variety of spacer functionalities. The spacer derivatives so obtained are promising substrates for preparing agents such as neo-glycoconjugates, micelles, and liquid crystalline phases, which are of interest for studying various biological and physiological phenomena of carbohydrates.