(S)-1-[(S)-6-Benzyloxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-hexanoyl]-pyrrolidine-2-carboxylic acid methyl ester | 327159-86-4

• 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: (S)-1-[(S)-6-Benzyloxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-hexanoyl]-pyrrolidine-2-carboxylic acid methyl ester
• CAS: 327159-86-4
• 化学式: C₂₃H₃₀Cl₃N₃O₇
• 分子量: 566.866
• InChiKey: WLUSSNHQNPCUJL-ROUUACIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.71
• 重原子数：
  36.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  123.27
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-1-[(S)-6-Benzyloxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-hexanoyl]-pyrrolidine-2-carboxylic acid methyl ester 在 N-甲基吗啉 、 lithium hydroxide 、 双(2-氧代-3-恶唑烷基)次磷酰氯 作用下， 以 四氢呋喃 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
• 作为产物：
  描述：

  N6-Cbz-L-赖氨酸 在 sodium carbonate 、 N,N-二异丙基乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 (S)-1-[(S)-6-Benzyloxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-hexanoyl]-pyrrolidine-2-carboxylic acid methyl 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