[(1S,2S,3R,4S,7R,9S,10S,12R,15R,16S)-4,12-diacetyloxy-9-hydroxy-15-[(2R,3S)-2-hydroxy-5-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]oxy-10,14,20,20-tetramethyl-11,18-dioxo-6,17,19-trioxapentacyclo[11.6.1.01,16.03,10.04,7]icos-13-en-2-yl] 3-methoxybenzoate | 675584-89-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(1S,2S,3R,4S,7R,9S,10S,12R,15R,16S)-4,12-diacetyloxy-9-hydroxy-15-[(2R,3S)-2-hydroxy-5-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]oxy-10,14,20,20-tetramethyl-11,18-dioxo-6,17,19-trioxapentacyclo[11.6.1.01,16.03,10.04,7]icos-13-en-2-yl] 3-methoxybenzoate
• CAS: 675584-89-1
• 化学式: C₄₅H₅₉NO₁₈
• 分子量: 901.959
• InChiKey: MEPYMXSIMABTIM-ALKWZGSASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  64
• 可旋转键数：
  17
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  255
• 氢给体数：
  3
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  [(1S,2S,3R,4S,7R,9S,10S,12R,15R,16S)-4,12-diacetyloxy-9-hydroxy-15-[(2R,3S)-2-hydroxy-5-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]oxy-10,14,20,20-tetramethyl-11,18-dioxo-6,17,19-trioxapentacyclo[11.6.1.01,16.03,10.04,7]icos-13-en-2-yl] 3-methoxybenzoate 在 4-二甲氨基吡啶 、 一水合肼 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 0.75h， 生成
  参考文献：
  名称：

  Synthesis and biological evaluation of methoxylated analogs of the newer generation taxoids IDN5109 and IDN5390

  摘要：

  Starting from 10-deacetylbaccatin 111 (7), the 2-debenzoyl-2-m-methoxybenzoyl analogs of the newer generation taxoids IDN5109 (3) and IDN5390 (4) were synthesized. The biological evaluation of these compounds (5 and 6, respectively) showed a general increase of cytotoxicity, as observed in first-generation anticancer taxanes. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.066
• 作为产物：
  描述：

  在 吡啶 、 4-二甲氨基吡啶 、 氢氟酸 、 tetraethylammonium borohydride 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 6.0h， 生成 [(1S,2S,3R,4S,7R,9S,10S,12R,15R,16S)-4,12-diacetyloxy-9-hydroxy-15-[(2R,3S)-2-hydroxy-5-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]oxy-10,14,20,20-tetramethyl-11,18-dioxo-6,17,19-trioxapentacyclo[11.6.1.01,16.03,10.04,7]icos-13-en-2-yl] 3-methoxybenzoate
  参考文献：
  名称：

  Synthesis and biological evaluation of methoxylated analogs of the newer generation taxoids IDN5109 and IDN5390

  摘要：

  Starting from 10-deacetylbaccatin 111 (7), the 2-debenzoyl-2-m-methoxybenzoyl analogs of the newer generation taxoids IDN5109 (3) and IDN5390 (4) were synthesized. The biological evaluation of these compounds (5 and 6, respectively) showed a general increase of cytotoxicity, as observed in first-generation anticancer taxanes. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.066

文献信息

• Synthesis and biological evaluation of methoxylated analogs of the newer generation taxoids IDN5109 and IDN5390
  作者：Luciano Barboni、Roberto Ballini、Guido Giarlo、Giovanni Appendino、Gabriele Fontana、Ezio Bombardelli

  DOI：10.1016/j.bmcl.2005.08.066

  日期：2005.12

  Starting from 10-deacetylbaccatin 111 (7), the 2-debenzoyl-2-m-methoxybenzoyl analogs of the newer generation taxoids IDN5109 (3) and IDN5390 (4) were synthesized. The biological evaluation of these compounds (5 and 6, respectively) showed a general increase of cytotoxicity, as observed in first-generation anticancer taxanes. (c) 2005 Elsevier Ltd. All rights reserved.