| 402731-92-4

• 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
• CAS: 402731-92-4
• 化学式: C₂₆H₄₁NO₆
• 分子量: 463.615
• InChiKey: FIIAETTZYHUUQB-JUBGTTPSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  33.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  83.09
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  在 二甲基溴化硼 、 sodium hydride 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.83h， 生成 (S)-2-Amino-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-1-(2-carboxy-ethylcarbamoyl)-2-(4-methoxy-phenyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester; compound with trifluoro-acetic acid
  参考文献：
  名称：

  Synthesis of Amide Analogs of Arenastatin A

  摘要：

  In order to probe the metabolism of arenastatin A, a potent cytotoxic depsipeptide from the marine sponge Dysidea arenaria, we synthesized three analogs in which the ester linkages were replaced by amide bonds. Triamide analog-II and tetraamide analog, both of which contained a 15,20-amide linkage, showed stability in serum. However, arenastatin A and triamide analog-I, which both contained a 15,20-ester moiety, were readily metabolized in serum. Among the three amide analogs, only triamide analog-II exhibited potent cytotoxic activity against KB cells. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00766-3
• 作为产物：
  描述：

  BOC-L-亮氨酸 、 (E,3S,4R)-1-(methoxymethoxy)-4-methyl-6-phenylhex-5-en-3-ol 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以96%的产率得到
  参考文献：
  名称：

  Synthesis of Amide Analogs of Arenastatin A

  摘要：

  In order to probe the metabolism of arenastatin A, a potent cytotoxic depsipeptide from the marine sponge Dysidea arenaria, we synthesized three analogs in which the ester linkages were replaced by amide bonds. Triamide analog-II and tetraamide analog, both of which contained a 15,20-amide linkage, showed stability in serum. However, arenastatin A and triamide analog-I, which both contained a 15,20-ester moiety, were readily metabolized in serum. Among the three amide analogs, only triamide analog-II exhibited potent cytotoxic activity against KB cells. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00766-3