5-hydroxy-3-oxa-pentyl 2,3,4,6,2',3',6'-hepta-O-acetyl-β-D-lactoside | 260065-60-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-hydroxy-3-oxa-pentyl 2,3,4,6,2',3',6'-hepta-O-acetyl-β-D-lactoside
• 英文别名: [(2R,3R,4S,5R,6R)-4,5-diacetyloxy-6-[2-(2-hydroxyethoxy)ethoxy]-3-[(2S,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• CAS: 260065-60-9
• 化学式: C₃₀H₄₄O₂₀
• 分子量: 724.667
• InChiKey: YTULKHOJKLLWRF-KJRJSTJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.37
• 重原子数：
  50.0
• 可旋转键数：
  17.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  250.48
• 氢给体数：
  1.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  5-hydroxy-3-oxa-pentyl 2,3,4,6,2',3',6'-hepta-O-acetyl-β-D-lactoside 在 戴斯-马丁氧化剂 、 sodium nitrite 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 4.5h， 生成
  参考文献：
  名称：

  Study on glycosylated prodrugs of toxoflavins for antibody-directed enzyme tumor therapy

  摘要：

  Eight novel toxoflavin glycosides, which are potential prodrugs in antibody directed enzyme prodrug therapy (ADEPT), were synthesized. The structures of all toxoflavin glycosides were characterized by C-13 NMR spectroscopy, elemental analysis, and MS. Their enzymatic hydrolysis activities were tested against P-glucosidase (EC.3.2.1.21). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.03.006
• 作为产物：
  描述：

  N-(间甲苯基)甲磺酰胺 、 二乙二醇 在 4 Angstroem MS 、 mercury dibromide 作用下， 以 二氯甲烷 为溶剂， 以22%的产率得到5-hydroxy-3-oxa-pentyl 2,3,4,6,2',3',6'-hepta-O-acetyl-β-D-lactoside
  参考文献：
  名称：

  Study on glycosylated prodrugs of toxoflavins for antibody-directed enzyme tumor therapy

  摘要：

  Eight novel toxoflavin glycosides, which are potential prodrugs in antibody directed enzyme prodrug therapy (ADEPT), were synthesized. The structures of all toxoflavin glycosides were characterized by C-13 NMR spectroscopy, elemental analysis, and MS. Their enzymatic hydrolysis activities were tested against P-glucosidase (EC.3.2.1.21). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.03.006