N-hydroxy-2-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)ethylamine | 172539-75-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-hydroxy-2-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)ethylamine
• CAS: 172539-75-2
• 化学式: C₁₆H₂₅NO₁₀
• 分子量: 391.375
• InChiKey: FSVQEKGJCACYPR-IBEHDNSVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.52
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  146.69
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  N-hydroxy-2-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)ethylamine 在 吡啶 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 2-ethyl-N-<2-(α-D-glucopyranosyl)ethyl>-N-hydroxyhexanamide
  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-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)ethanal 在 吡啶 、 盐酸 、 sodium tetrahydroborate 、 盐酸羟胺 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 16.0h， 生成 N-hydroxy-2-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)ethylamine
  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