Cbz-Asn(Trt)-D-Asn(Trt)-D-Leu-Thr-D-Leu-D-Nle(Bu)-OMe | 1229576-57-1

• 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: Cbz-Asn(Trt)-D-Asn(Trt)-D-Leu-Thr-D-Leu-D-Nle(Bu)-OMe
• 英文别名: methyl (2R)-2-[[(2R)-2-[[(2S,3R)-3-hydroxy-2-[[(2R)-4-methyl-2-[[(2R)-4-oxo-2-[[(2S)-4-oxo-2-(phenylmethoxycarbonylamino)-4-(tritylamino)butanoyl]amino]-4-(tritylamino)butanoyl]amino]pentanoyl]amino]butanoyl]amino]-4-methylpentanoyl]amino]decanoate
• CAS: 1229576-57-1
• 化学式: C₈₁H₉₈N₈O₁₂
• 分子量: 1375.72
• InChiKey: WYOXWMZBZPTWQP-LOQZTQJUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.2
• 重原子数：
  101
• 可旋转键数：
  40
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  289
• 氢给体数：
  9
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  Cbz-Asn(Trt)-D-Asn(Trt)-D-Leu-Thr-D-Leu-D-Nle(Bu)-OMe 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 4.0h， 以100%的产率得到H-Asn(Trt)-D-Asn(Trt)-D-Leu-Thr-D-Leu-D-Nle(Bu)-OMe
  参考文献：
  名称：

  Synthesis of the cyclic nonapeptide of chlorofusin using a convergent [3+3+3]-fragment coupling strategy

  摘要：

  A [3+3+3]-fragment coupling strategy was successfully applied in the synthesis of the nonacyclopeptide of chlorofusin, a potent natural antagonist against p53-MDM2 interactions. The accomplished convergent synthesis includes parallel syntheses of three tripeptides and their sequential assembly, and macrocyclization of the linear precursor to the required 27-membered nonacyclopeptide. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.032
• 作为产物：
  描述：

  H-Thr-D-Leu-D-Nle(Bu)-OMe.HCl 、 Cbz-Asn(Trt)(Trt)-D-Asn(Trt)(Trt)-D-Leu-OH 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以80%的产率得到Cbz-Asn(Trt)-D-Asn(Trt)-D-Leu-Thr-D-Leu-D-Nle(Bu)-OMe
  参考文献：
  名称：

  Synthesis of the cyclic nonapeptide of chlorofusin using a convergent [3+3+3]-fragment coupling strategy

  摘要：

  A [3+3+3]-fragment coupling strategy was successfully applied in the synthesis of the nonacyclopeptide of chlorofusin, a potent natural antagonist against p53-MDM2 interactions. The accomplished convergent synthesis includes parallel syntheses of three tripeptides and their sequential assembly, and macrocyclization of the linear precursor to the required 27-membered nonacyclopeptide. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.032

文献信息

• Synthesis of the cyclic nonapeptide of chlorofusin using a convergent [3+3+3]-fragment coupling strategy
  作者：Yan-Li Wang、Wen-Jian Qian、Wan-Guo Wei、Yue Zhang、Zhu-Jun Yao

  DOI：10.1016/j.tet.2010.03.032

  日期：2010.5

  A [3+3+3]-fragment coupling strategy was successfully applied in the synthesis of the nonacyclopeptide of chlorofusin, a potent natural antagonist against p53-MDM2 interactions. The accomplished convergent synthesis includes parallel syntheses of three tripeptides and their sequential assembly, and macrocyclization of the linear precursor to the required 27-membered nonacyclopeptide. (C) 2010 Elsevier Ltd. All rights reserved.