10-deacetoxy-10-hydroxypropyl-7-O-triethylsilylbaccatin III | 204764-74-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 10-deacetoxy-10-hydroxypropyl-7-O-triethylsilylbaccatin III
• CAS: 204764-74-9
• 化学式: C₃₈H₅₆O₁₀Si
• 分子量: 700.942
• InChiKey: YNUZTBVWNGZCQH-NLDOSCHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  49.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  148.82
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  10-deacetoxy-10-hydroxypropyl-7-O-triethylsilylbaccatin III 在 4-二甲氨基吡啶 、 sodium periodate 、 TEA 、 四丁基碘化铵 、 sodium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 邻二氯苯 为溶剂， 反应 30.0h， 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
• 作为产物：
  描述：

  10-deacetyl-10-(S-methylxanthyl)-7-(triethylsilyl)baccatin III 在 sodium tetrahydroborate 、 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲醇 、 甲苯 为溶剂， 生成 10-deacetoxy-10-hydroxypropyl-7-O-triethylsilylbaccatin III
  参考文献：
  名称：

  Synthesis and cytotoxic activity of novel 10-alkylated docetaxel analogs

  摘要：

  An alkylation method of docetaxel at the C-10 position has been established by a radical coupling reaction using a 10-xanthate derivative of 7-O-TES-10-deacetylbaccatin III and appropriate alkenes. In addition the cytotoxic activity of 10-alkylated docetaxel analogs was evaluated. Among these analogs, a derivative having a methoxycarbonyl group at the end of the alkyl moiety exhibited more potent cytotoxic activity than docetaxel. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00040-7