methyl (2S)-3-(3,5-dibromo-4-hydroxyphenyl)-2-[[(2R)-2-(3,5-dichloro-4-hydroxyphenyl)-2-[[(2R)-2-(4-hydroxy-3,5-diiodophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]acetyl]amino]propanoate | 246512-36-7

• 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: methyl (2S)-3-(3,5-dibromo-4-hydroxyphenyl)-2-[[(2R)-2-(3,5-dichloro-4-hydroxyphenyl)-2-[[(2R)-2-(4-hydroxy-3,5-diiodophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]acetyl]amino]propanoate
• CAS: 246512-36-7
• 化学式: C₃₁H₂₉Br₂Cl₂I₂N₃O₉
• 分子量: 1072.11
• InChiKey: NSGJVMJTFYFKIR-YTFSRNRJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  49
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  184
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl (2S)-3-(3,5-dibromo-4-hydroxyphenyl)-2-[[(2R)-2-(3,5-dichloro-4-hydroxyphenyl)-2-[[(2R)-2-(4-hydroxy-3,5-diiodophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]acetyl]amino]propanoate 在 thallium(III) nitrate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以76%的产率得到methyl (8R,11R,14S)-18,19-dibromo-11-(3,5-dichloro-4-hydroxyphenyl)-4-hydroxy-5-iodo-8-[(2-methylpropan-2-yl)oxycarbonylamino]-9,12-dioxo-2-oxa-10,13-diazatricyclo[14.2.2.13,7]henicosa-1(18),3,5,7(21),16,19-hexaene-14-carboxylate
  参考文献：
  名称：

  Macrocyclization by TTN oxidation for the synthesis of chloropeptin left-hand segment

  摘要：

  Cyclic tripeptides containing a diphenylether bond of the Chloropeptin left-hand segment were synthesized with the use of TTN phenolic oxidation in high yield. They were found to exist as equilibrium mixtures of two stable conformers caused by a rotation of the amide bond in solution. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01283-6
• 作为产物：
  描述：

  3',5'-dibromo-L-tyrosine methyl ester 在 双(2-氧代-3-恶唑烷基)次磷酰氯 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 methyl (2S)-3-(3,5-dibromo-4-hydroxyphenyl)-2-[[(2R)-2-(3,5-dichloro-4-hydroxyphenyl)-2-[[(2R)-2-(4-hydroxy-3,5-diiodophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]acetyl]amino]propanoate
  参考文献：
  名称：

  Macrocyclization by TTN oxidation for the synthesis of chloropeptin left-hand segment

  摘要：

  Cyclic tripeptides containing a diphenylether bond of the Chloropeptin left-hand segment were synthesized with the use of TTN phenolic oxidation in high yield. They were found to exist as equilibrium mixtures of two stable conformers caused by a rotation of the amide bond in solution. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01283-6