3-[2-({1-[6-benzyloxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-hexanoyl]-pyrrolidine-2-carbonyl}-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester | 327159-88-6

• 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: 3-[2-({1-[6-benzyloxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-hexanoyl]-pyrrolidine-2-carbonyl}-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester
• CAS: 327159-88-6
• 化学式: C₄₈H₇₀Cl₃N₅O₁₅Si
• 分子量: 1091.55
• InChiKey: POALANVAJKGHAV-ZDEANTHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.81
• 重原子数：
  72.0
• 可旋转键数：
  26.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  235.9
• 氢给体数：
  3.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  3-[2-({1-[6-benzyloxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-hexanoyl]-pyrrolidine-2-carbonyl}-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester 在 magnesium bromide 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到(2S,3R)-3-[(S)-2-({(S)-1-[(S)-6-Benzyloxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-hexanoyl]-pyrrolidine-2-carbonyl}-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid
  参考文献：
  名称：

  [Lys3]didemnins as potential affinity ligands

  摘要：

  The synthesis and biological activity of N-epsilon-Z-[Lys(3)]didemnin B are reported. This novel analogue retains antiproliferative, cytotoxic, and protein biosynthesis inhibition activities, but at reduced levels. This result suggests the use of [Lys(3)]didemnin derivatives as potential affinity probes for studying the molecular target(s) of the didemnin class of natural products. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00585-0
• 作为产物：
  描述：

  (2S,3R)-3-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester 在 palladium on activated charcoal N-甲基吗啉 、 氢气 、 双(2-氧代-3-恶唑烷基)次磷酰氯 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 生成 3-[2-({1-[6-benzyloxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-hexanoyl]-pyrrolidine-2-carbonyl}-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester
  参考文献：
  名称：

  [Lys3]didemnins as potential affinity ligands

  摘要：

  The synthesis and biological activity of N-epsilon-Z-[Lys(3)]didemnin B are reported. This novel analogue retains antiproliferative, cytotoxic, and protein biosynthesis inhibition activities, but at reduced levels. This result suggests the use of [Lys(3)]didemnin derivatives as potential affinity probes for studying the molecular target(s) of the didemnin class of natural products. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00585-0