10-allyl-10-deacetoxy-7-O-triethylsilylbaccatin III | 208407-16-3

• 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: 10-allyl-10-deacetoxy-7-O-triethylsilylbaccatin III
• CAS: 208407-16-3
• 化学式: C₃₈H₅₄O₉Si
• 分子量: 682.927
• InChiKey: AWAGBMHEMCHKGS-NLDOSCHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.94
• 重原子数：
  48.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  128.59
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  10-allyl-10-deacetoxy-7-O-triethylsilylbaccatin III 在 palladium on activated charcoal 四氧化锇 、 N-甲基吲哚酮 、 氢气 、 sodium hydride 、 氟化氢吡啶 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 水 为溶剂， 反应 28.0h， 生成 [2'R,3'S]-13-O-(3-tert-butoxycarbonylamino-3-phenylisoserinyl)-10-deacetoxy-10-(2-piperidinylethyl)baccatin III
  参考文献：
  名称：

  Synthesis and Antitumor Activity of Non-Prodrug Water-soluble Taxoid: 10-C-Aminoalkylated Docetaxel Analogs

  摘要：

  To develop non-prodrugs of taxoids possessing satisfactory stability in vivo, high water solubility and potent antitumor activity, we prepared several 10-C-sec-aminoalkylated docetaxel analogs and evaluated their cytotoxicity against mouse leukemia and human tumor cell lines. These analogs were synthesized from a 10-deacetoxy-10-C-formylethyl baccatin derivative. Among these analogs, the 10-C-morpholinoethyl and 10-C-morpholinomethyl analogs exhibited cytotoxicity comparable or superior to that of docetaxel.

  DOI：

  10.3987/com-00-9051
• 作为产物：
  描述：

  10-deacetoxy-10-(3-methylthiopropyl)-7-O-triethylsilylbaccatin III 在 sodium periodate 、 sodium carbonate 作用下， 以 甲醇 、 水 、 邻二氯苯 为溶剂， 反应 6.0h， 生成 10-allyl-10-deacetoxy-7-O-triethylsilylbaccatin III
  参考文献：
  名称：

  Synthesis and Antitumor Activity of Non-Prodrug Water-soluble Taxoid: 10-C-Aminoalkylated Docetaxel Analogs

  摘要：

  To develop non-prodrugs of taxoids possessing satisfactory stability in vivo, high water solubility and potent antitumor activity, we prepared several 10-C-sec-aminoalkylated docetaxel analogs and evaluated their cytotoxicity against mouse leukemia and human tumor cell lines. These analogs were synthesized from a 10-deacetoxy-10-C-formylethyl baccatin derivative. Among these analogs, the 10-C-morpholinoethyl and 10-C-morpholinomethyl analogs exhibited cytotoxicity comparable or superior to that of docetaxel.

  DOI：

  10.3987/com-00-9051