(2S)-2-[[(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-3-(4-chlorophenyl)-2-[[(2R)-4-methyl-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]pentanoyl]amino]propanoyl]amino]-3-cyanopropanoic acid | 1006726-03-9

• 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)-2-[[(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-3-(4-chlorophenyl)-2-[[(2R)-4-methyl-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]pentanoyl]amino]propanoyl]amino]-3-cyanopropanoic acid
• CAS: 1006726-03-9
• 化学式: C₃₁H₄₉ClN₄O₇Si
• 分子量: 653.291
• InChiKey: LHBXJTCFMLMIPL-ZYQDXHPFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.65
• 重原子数：
  44
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  158
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2S)-2-[[(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-3-(4-chlorophenyl)-2-[[(2R)-4-methyl-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]pentanoyl]amino]propanoyl]amino]-3-cyanopropanoic acid 、 3-羟基-4-甲氧基苄胺 以5.2 mg的产率得到tert-butyl N-[(2R)-1-[[(11S,14R,15R)-15-[tert-butyl(dimethyl)silyl]oxy-11-(cyanomethyl)-4-methoxy-10,13-dioxo-2-oxa-9,12-diazatricyclo[14.2.2.13,7]henicosa-1(18),3,5,7(21),16,19-hexaen-14-yl]amino]-4-methyl-1-oxopentan-2-yl]-N-methylcarbamate
  参考文献：
  名称：

  Synthesis of a Key Precursor for Orienticin C and Model Study on Ruthenium-Mediated Macrocyclization

  摘要：

  [GRAPHICS]A tripeptido-arene-ruthenium complex was prepared as a key precursor for the projected synthesis of orienticin C, demonstrating that the cyclopentadienylruthenium moiety can be attached to a chloroarene in the presence of multiple functionality. The ruthenium-mediated intramolecular SNAr reaction for formation of the required diaryl ether linkage was successfully tested on a model system.

  DOI：

  10.1021/jo702245z
• 作为产物：
  描述：

  methyl (2S)-2-[[(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-3-(4-chlorophenyl)-2-[[(2R)-4-methyl-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]pentanoyl]amino]propanoyl]amino]-3-cyanopropanoate 在 lithium hydroxide 作用下， 以 水 、 叔丁醇 为溶剂， 反应 10.0h， 以95%的产率得到(2S)-2-[[(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-3-(4-chlorophenyl)-2-[[(2R)-4-methyl-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]pentanoyl]amino]propanoyl]amino]-3-cyanopropanoic acid
  参考文献：
  名称：

  Synthesis of a Key Precursor for Orienticin C and Model Study on Ruthenium-Mediated Macrocyclization

  摘要：

  [GRAPHICS]A tripeptido-arene-ruthenium complex was prepared as a key precursor for the projected synthesis of orienticin C, demonstrating that the cyclopentadienylruthenium moiety can be attached to a chloroarene in the presence of multiple functionality. The ruthenium-mediated intramolecular SNAr reaction for formation of the required diaryl ether linkage was successfully tested on a model system.

  DOI：

  10.1021/jo702245z

文献信息

• Synthesis of a Key Precursor for Orienticin C and Model Study on Ruthenium-Mediated Macrocyclization
  作者：Anthony J. Pearson、Diana V. Ciurea

  DOI：10.1021/jo702245z

  日期：2008.1.1

  [GRAPHICS]A tripeptido-arene-ruthenium complex was prepared as a key precursor for the projected synthesis of orienticin C, demonstrating that the cyclopentadienylruthenium moiety can be attached to a chloroarene in the presence of multiple functionality. The ruthenium-mediated intramolecular SNAr reaction for formation of the required diaryl ether linkage was successfully tested on a model system.