octyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranoside | 368870-56-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: octyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranoside
• 英文别名: N-[(2S,3R,4R,5S,6R)-6-(hydroxymethyl)-2-octoxy-4,5-bis(phenylmethoxy)oxan-3-yl]acetamide
• CAS: 368870-56-8
• 化学式: C₃₀H₄₃NO₆
• 分子量: 513.675
• InChiKey: CJHZIFNTPMTLBM-WYQCABFXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  37
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  86.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  octyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranoside 在 palladium on activated charcoal 硫酸 、 氢气 、 sodium hydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.5h， 生成 octyl 2-acetamido-2-deoxy-6-O-[2,2-bis(hydroxymethyl)-3-hydroxypropyl]-α-D-glucopyranoside
  参考文献：
  名称：

  Central Neural Tumor Destruction by Controlled Release of a Synthetic Glycoside Dispersed in a Biodegradable Polymeric Matrix

  摘要：

  An octyl N-acetylglucosaminide derivative with a pentaerythritol chain at position 6 has been synthesized and evaluated as an inhibitor of neural tumor growth. The glycoside inhibited the growth of a neuroectodermic tumor implanted in rats and, when loaded on a slow-delivery polymer disk, caused the destruction of cultured human astroblastoma obtained after surgical biopsy.

  DOI：

  10.1021/jm025620k
• 作为产物：
  描述：

  D-GlcNAc 在 吡啶 、 4-二甲氨基吡啶 、 三氟化硼乙醚 、 sodium hydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 硝基甲烷 、 二氯甲烷 为溶剂， 反应 10.17h， 生成 octyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranoside
  参考文献：
  名称：

  Central Neural Tumor Destruction by Controlled Release of a Synthetic Glycoside Dispersed in a Biodegradable Polymeric Matrix

  摘要：

  An octyl N-acetylglucosaminide derivative with a pentaerythritol chain at position 6 has been synthesized and evaluated as an inhibitor of neural tumor growth. The glycoside inhibited the growth of a neuroectodermic tumor implanted in rats and, when loaded on a slow-delivery polymer disk, caused the destruction of cultured human astroblastoma obtained after surgical biopsy.

  DOI：

  10.1021/jm025620k

文献信息

• Central Neural Tumor Destruction by Controlled Release of a Synthetic Glycoside Dispersed in a Biodegradable Polymeric Matrix
  作者：Alfonso Fernández-Mayoralas、Natalia de la Figuera、Mercedes Zurita、Jesús Vaquero、Gustavo A. Abraham、Julio San Román、Manuel Nieto-Sampedro

  DOI：10.1021/jm025620k

  日期：2003.4.1

  An octyl N-acetylglucosaminide derivative with a pentaerythritol chain at position 6 has been synthesized and evaluated as an inhibitor of neural tumor growth. The glycoside inhibited the growth of a neuroectodermic tumor implanted in rats and, when loaded on a slow-delivery polymer disk, caused the destruction of cultured human astroblastoma obtained after surgical biopsy.