2-(hydroxyamino)ethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside | 172539-60-5

• 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-(hydroxyamino)ethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside
• CAS: 172539-60-5
• 化学式: C₁₆H₂₅NO₁₁
• 分子量: 407.375
• InChiKey: MAZCVERNGBJZOS-IBEHDNSVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.94
• 重原子数：
  28.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  155.92
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  2-(hydroxyamino)ethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 3-aza-7-(cholest-5-en-3β-yloxy)hept-3-enyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside N-oxide
  参考文献：
  名称：

  Spin-labelled glycolipid analogues: d-glucose series

  摘要：

  Neoglycolipids bearing a paramagnetic probe in their lipophilic aglycon have been prepared. All belong to the D-glucose series, both anomers for the glucoside representatives, respectively beta and alpha anomers in the S- and C-glucosyl series. Two different types of radical sites have been used, a relatively short-lived imino N-oxyl group for glucosides and a more stable N-acylamino N-oxyl moiety in the other cases. EPR spectra of these radical species afforded information on the conformation of the lipophilic chain in the vicinity of the paramagnetic probe.

  DOI：

  10.1016/0008-6215(95)00177-u
• 作为产物：
  描述：

  2-(hydroxyimino)ethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 在 盐酸 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以69%的产率得到2-(hydroxyamino)ethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside
  参考文献：
  名称：

  Spin-labelled glycolipid analogues: d-glucose series

  摘要：

  Neoglycolipids bearing a paramagnetic probe in their lipophilic aglycon have been prepared. All belong to the D-glucose series, both anomers for the glucoside representatives, respectively beta and alpha anomers in the S- and C-glucosyl series. Two different types of radical sites have been used, a relatively short-lived imino N-oxyl group for glucosides and a more stable N-acylamino N-oxyl moiety in the other cases. EPR spectra of these radical species afforded information on the conformation of the lipophilic chain in the vicinity of the paramagnetic probe.

  DOI：

  10.1016/0008-6215(95)00177-u