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 | 1006726-02-8

• 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)-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
• CAS: 1006726-02-8
• 化学式: C₃₂H₅₁ClN₄O₇Si
• 分子量: 667.318
• InChiKey: FBKOBIKXTQMXFG-BKKFENPESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.74
• 重原子数：
  45
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  147
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  methyl β-cyanoalanate hydrochloride 、 (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]propanoic acid 在 N-羟基-7-氮杂苯并三氮唑 、 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 四氢呋喃 为溶剂， 反应 24.0h， 以252 mg的产率得到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
  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.