(S)-3-[4-(4-Acetoxy-5-butyl-benzofuran-7-yloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester | 865692-13-3

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (S)-3-[4-(4-Acetoxy-5-butyl-benzofuran-7-yloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester
• CAS: 865692-13-3
• 化学式: C₂₉H₃₅NO₈
• 分子量: 525.599
• InChiKey: PDIGRRJQWVYQFF-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  38.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  113.3
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S)-3-[4-(4-Acetoxy-5-butyl-benzofuran-7-yloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of (S,S)-Isodityrosine by Dötz Benzannulation

  摘要：

  A synthesis of (S,S)-isodityrosine 1, a naturally occurring, key structural subunit of numerous biologically active macromolecules, is described. A formal [3 + 2 + 1] cycloaddition (Dotz benzannulation) approach was utilized to simultaneously construct an aromatic ring and the diaryl ether linkage in one step. This key step was extended to the synthesis of (S,S)-isodityrosine in two separate convergent synthetic routes. This method demonstrates a novel and mild method for the synthesis of diaryl ethers.

  DOI：

  10.1021/jo050363n
• 作为产物：
  描述：

  Boc-L-酪氨酸甲酯 在 吡啶 、 叔丁基锂 作用下， 以 乙醚 为溶剂， 反应 22.0h， 生成 (S)-3-[4-(4-Acetoxy-5-butyl-benzofuran-7-yloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester
  参考文献：
  名称：

  Synthesis of (S,S)-Isodityrosine by Dötz Benzannulation

  摘要：

  A synthesis of (S,S)-isodityrosine 1, a naturally occurring, key structural subunit of numerous biologically active macromolecules, is described. A formal [3 + 2 + 1] cycloaddition (Dotz benzannulation) approach was utilized to simultaneously construct an aromatic ring and the diaryl ether linkage in one step. This key step was extended to the synthesis of (S,S)-isodityrosine in two separate convergent synthetic routes. This method demonstrates a novel and mild method for the synthesis of diaryl ethers.

  DOI：

  10.1021/jo050363n