2,5-dioxopyrrolidin-1-yl 5-((1,3-bis((1,3-dihydroxypropan-2-yl)oxy)propan-2-yl)amino)-5-oxopentanoate | 1382190-34-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2,5-dioxopyrrolidin-1-yl 5-((1,3-bis((1,3-dihydroxypropan-2-yl)oxy)propan-2-yl)amino)-5-oxopentanoate
• 英文别名: (2,5-Dioxopyrrolidin-1-yl) 5-[1,3-bis(1,3-dihydroxypropan-2-yloxy)propan-2-ylamino]-5-oxopentanoate
• CAS: 1382190-34-2
• 化学式: C₁₈H₃₀N₂O₁₁
• 分子量: 450.443
• InChiKey: UFQCRZCWKUUHMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.1
• 重原子数：
  31
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  192
• 氢给体数：
  5
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  2,5-dioxopyrrolidin-1-yl 5-((1,3-bis((1,3-dihydroxypropan-2-yl)oxy)propan-2-yl)amino)-5-oxopentanoate 、 3'-N-debenzoylpaclitaxel 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以68%的产率得到(1S,2S,4S,9S,10S,15S,3R,7R,12R)-4,12-diacetyloxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-2-phenylcarbonyloxy-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl (3S,2R)-2-hydroxy-3-{4-[N-(2-[2-hydroxy-1-(hydroxymethyl)ethoxy]-1-{[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl}ethyl)carbamoyl]butanoylamino}-3-phenylpropanoate
  参考文献：
  名称：

  Synthesis of Paclitaxel–BGL Conjugates

  摘要：

  Four kinds of symmetrically branched oligoglyceryl trimeric (BGL003)-paclitaxel conjugates and a corresponding heptameric (BGL007) conjugate were synthesized. Molecular weights of all the compounds were less than two times that of paclitaxel. The anti-tumor activity of the most water-soluble BGL003 conjugate was examined and found to be preserved in spite of the chemical modification that is displacement of the N3'-debenzoyl residue with the BGL003 succinyl residue. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.07.031
• 作为产物：
  描述：

  在 N-[3-(二甲氨基)丙基]碳二亚胺 、 氢气 、 palladium(II) hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 2,5-dioxopyrrolidin-1-yl 5-((1,3-bis((1,3-dihydroxypropan-2-yl)oxy)propan-2-yl)amino)-5-oxopentanoate
  参考文献：
  名称：

  Synthesis of Paclitaxel–BGL Conjugates

  摘要：

  Four kinds of symmetrically branched oligoglyceryl trimeric (BGL003)-paclitaxel conjugates and a corresponding heptameric (BGL007) conjugate were synthesized. Molecular weights of all the compounds were less than two times that of paclitaxel. The anti-tumor activity of the most water-soluble BGL003 conjugate was examined and found to be preserved in spite of the chemical modification that is displacement of the N3'-debenzoyl residue with the BGL003 succinyl residue. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.07.031