2'-triethylsilyl-7-methylthiomethylpaclitaxel | 174674-03-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2'-triethylsilyl-7-methylthiomethylpaclitaxel
• 英文别名: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-3-phenyl-2-triethylsilyloxypropanoyl]oxy-1-hydroxy-10,14,17,17-tetramethyl-9-(methylsulfanylmethoxy)-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• CAS: 174674-03-4
• 化学式: C₅₅H₆₉NO₁₄SSi
• 分子量: 1028.3
• InChiKey: NSOUFTJCRLSECN-PAAPKKGPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.11
• 重原子数：
  72
• 可旋转键数：
  22
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  225
• 氢给体数：
  2
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  2'-triethylsilyl-7-methylthiomethylpaclitaxel 在 镍 盐酸 、 氢气 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 20.0 ℃ 、344.75 kPa 条件下， 反应 7.0h， 生成 7-methoxypaclitaxel
  参考文献：
  名称：

  Synthesis and Antitumor Activity of Novel C-7 Paclitaxel Ethers:  Discovery of BMS-184476

  摘要：

  The preparation of C-7 paclitaxel ethers is described. Various substituted ethers were prepared via activation of the corresponding methylthiomethyl ether followed by alcohol addition. Variation of the C-7 ether group as well the 3' side chain position led to the discovery of a novel taxane, BMS-184476 (4), with preclinical antitumor activity superior to paclitaxel.

  DOI：

  10.1021/jm0102607
• 作为产物：
  描述：

  三乙基氯硅烷 在 吡啶 、 过氧化苯甲酰 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 2.5h， 生成 2'-triethylsilyl-7-methylthiomethylpaclitaxel
  参考文献：
  名称：

  Synthesis and Antitumor Activity of Novel C-7 Paclitaxel Ethers:  Discovery of BMS-184476

  摘要：

  The preparation of C-7 paclitaxel ethers is described. Various substituted ethers were prepared via activation of the corresponding methylthiomethyl ether followed by alcohol addition. Variation of the C-7 ether group as well the 3' side chain position led to the discovery of a novel taxane, BMS-184476 (4), with preclinical antitumor activity superior to paclitaxel.

  DOI：

  10.1021/jm0102607

文献信息

• Synthesis and antitumor activity of novel paclitaxel–chlorambucil hybrids
  作者：Mark D. Wittman、John F. Kadow、Dolatrai M. Vyas、Francis L. Lee、William C. Rose、Byron H. Long、Craig Fairchild、Kathy Johnston

  DOI：10.1016/s0960-894x(01)00067-1

  日期：2001.3

  The syntheses and antitumor activity of three paclitaxel-chlorambucil hybrids are presented. Hybrid 3 showed significant in vivo efficacy. (C) 2001 Elsevier Science Ltd. All rights reserved.