cyclohexyl 2-acetamido-3-O-(4-<4-phenyl>butanoyl)-2-deoxy-β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: cyclohexyl 2-acetamido-3-O-(4-<4-phenyl>butanoyl)-2-deoxy-β-D-glucopyranoside
• 英文别名: [(2R,3R,4R,5S,6R)-3-acetamido-2-cyclohexyloxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl] 4-[4-[bis(2-chloroethyl)amino]phenyl]butanoate
• 化学式: C₂₈H₄₂Cl₂N₂O₇
• 分子量: 589.557
• InChiKey: DGAFYJQGMPIEDY-XBECTBFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  39
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  118
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  cyclohexyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 在 盐酸 、 4-二甲氨基吡啶 、 Amberlite IRA-440C (OH^- form) 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 cyclohexyl 2-acetamido-3-O-(4-<4-phenyl>butanoyl)-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Alkylating agents from sugars. Alkyl hexopyranoside derivatives as carrier systems for chlorambucil

  摘要：

  Chlorambucil derivatives involving alkyl 2-aminodeoxy sugars have been synthesized in good yield by coupling the chlorambucil moiety to positions C-2 or C-3 of the sugar, directly or via a spacer. The starting material was easily available from 2-acetamido-2-deoxy-D-glucose. The final compounds were tested for cytotoxicity, and some of those that presented the best results were studied for inhibition of cell proliferation. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00030-0