5-(carboxyethyl)pent-4-enyl 2,3,4,6-tetra-O-benzyl-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-(carboxyethyl)pent-4-enyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside
• 英文别名: ethyl (E)-6-[(2R,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxyhex-2-enoate
• 化学式: C₄₂H₄₈O₈
• 分子量: 680.838
• InChiKey: BNWINUPIKLHHTN-FUUVCIHESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  50
• 可旋转键数：
  21
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  81.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-戊烯-1-基2,3,4,6-四-O-苄基-D-吡喃葡萄糖苷 在 sodium hydride 、 臭氧 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 75.0h， 生成 5-(carboxyethyl)pent-4-enyl 2,3,4,6-tetra-O-benzyl-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.