| 204981-05-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 204981-05-5
• 化学式: C₅₄H₆₇NO₁₄Si
• 分子量: 982.21
• InChiKey: SYCFCSRBGKXWAI-QUOBOVFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.23
• 重原子数：
  70.0
• 可旋转键数：
  14.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  194.75
• 氢给体数：
  2.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以90%的产率得到[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-15-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-1-hydroxy-9-(methoxymethoxy)-10,14,17,17-tetramethyl-11-oxospiro[6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-ene-12,2'-oxirane]-2-yl] benzoate
  参考文献：
  名称：

  Synthesis of a novel C-10 spiro-epoxide of paclitaxel

  摘要：

  New analogues of paclitaxel (1a, active constituent of Taxol((R))) were synthesized containing an epoxide at the C-10 position. The introduction of the epoxide was carried out by selective removal of the C10-acetate followed by protection of the C2 ' -and C7-hydroxyl groups. After oxidation to yield a ketone at the C10-position, this intermediate was reacted with dimethylsulfonium ylide. Deprotection and further manipulations provide the C10-spiro epoxide of paclitaxel (1b) and the corresponding C7-MOM ether (1c). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00280-3
• 作为产物：
  描述：

  [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-15-[(2R,3S)-3-benzamido-2-[tert-butyl(dimethyl)silyl]oxy-3-phenylpropanoyl]oxy-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-triethylsilyloxyspiro[6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-ene-12,2'-oxirane]-2-yl] benzoate 在 吡啶 、 甲醇 、 4 A molecular sieve 、 氢氟酸 、 碘 、 过氧化苯甲酰 作用下， 以 乙腈 为溶剂， 反应 10.5h， 生成
  参考文献：
  名称：

  Synthesis of a novel C-10 spiro-epoxide of paclitaxel

  摘要：

  New analogues of paclitaxel (1a, active constituent of Taxol((R))) were synthesized containing an epoxide at the C-10 position. The introduction of the epoxide was carried out by selective removal of the C10-acetate followed by protection of the C2 ' -and C7-hydroxyl groups. After oxidation to yield a ketone at the C10-position, this intermediate was reacted with dimethylsulfonium ylide. Deprotection and further manipulations provide the C10-spiro epoxide of paclitaxel (1b) and the corresponding C7-MOM ether (1c). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00280-3