(2S)-1-[(2S)-6-(phenylmethoxycarbonylamino)-2-(2,2,2-trichloroethoxycarbonylamino)hexanoyl]pyrrolidine-2-carboxylic acid | 327159-87-5

• 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: (2S)-1-[(2S)-6-(phenylmethoxycarbonylamino)-2-(2,2,2-trichloroethoxycarbonylamino)hexanoyl]pyrrolidine-2-carboxylic acid
• CAS: 327159-87-5
• 化学式: C₂₂H₂₈Cl₃N₃O₇
• 分子量: 552.839
• InChiKey: JHLCZTWORZBVEZ-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  134
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2S)-1-[(2S)-6-(phenylmethoxycarbonylamino)-2-(2,2,2-trichloroethoxycarbonylamino)hexanoyl]pyrrolidine-2-carboxylic acid 在 N-甲基吗啉 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 magnesium bromide 作用下， 以 二氯甲烷 为溶剂， 生成 (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：

  (S)-1-[(S)-6-Benzyloxycarbonylamino-2-(2,2,2-trichloro-ethoxycarbonylamino)-hexanoyl]-pyrrolidine-2-carboxylic acid methyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以74%的产率得到(2S)-1-[(2S)-6-(phenylmethoxycarbonylamino)-2-(2,2,2-trichloroethoxycarbonylamino)hexanoyl]pyrrolidine-2-carboxylic 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

文献信息

• [Lys3]didemnins as potential affinity ligands
  作者：Matthew D Vera、Amy J Pfizenmayer、Xiaobin Ding、Dong Xiao、Madeleine M Joullié

  DOI：10.1016/s0960-894x(00)00585-0

  日期：2001.1

  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.