10-O-acetyl-5'-hydroxybutitaxel | 1096096-19-3

• 英文名称: 10-O-acetyl-5'-hydroxybutitaxel
• 英文别名: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-2,5-dihydroxy-4,4-dimethyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• CAS: 1096096-19-3
• 化学式: C₄₃H₅₉NO₁₆
• 分子量: 845.939
• InChiKey: OBIZUOYJIXHFKP-VQQGRJEZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  60
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  251
• 氢给体数：
  5
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  在 氢氟酸 作用下， 以 吡啶 为溶剂， 生成 10-O-acetyl-5'-hydroxybutitaxel
  参考文献：
  名称：

  Synthesis, tubulin assembly, and antiproliferative activity against MCF7 and NCI/ADR-RES cancer cells of 10-O-acetyl-5′-hydroxybutitaxel

  摘要：

  A highly efficient kinetic resolution of racemic cis-4-(2-tert-butyldimethylsilyloxy-1,1-dimethyl) ethyl-3-tert- butyldimethylsilyloxy-azetidin-2-one with 7-O-triethylsilylbaccatin III was carried out to furnish 10-O- acetyl-5 '-hydroxybutitaxel after removal of the silyl protecting groups. The compound was 50% as active as paclitaxel in a tubulin assembly assay and showed significantly decreased activity against MCF7 cell proliferation compared to paclitaxel. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.010