| 600709-04-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 600709-04-4
• 化学式: C₂₀H₂₅NO₅S₂
• 分子量: 423.554
• InChiKey: YXKSBZWNXKEQOH-VMGRFDJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  65.07
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  在 镍 作用下， 以 乙醇 为溶剂， 反应 0.67h， 以73%的产率得到(1R,9R,12S)-5-methoxy-11-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-11,12-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Synthesis of a New Conformation-Constrained l-Tyrosine Analogue as a Potential Scaffold for SH2 Domain Ligands

  摘要：

  The enantioselective synthesis of a new tricyclic tyrosine analogue is reported. This conformation-contrained SH2 domain ligand scaffold 2 was designed on the basis of the natural ligand, whose structure contains the elements of a tyrosine moiety having chi(1) and chi(2) angles constrained to values observed for a phosp(h)otyrosyl (pTyr) residue bound to the p56(lck) SH2 domain. It represents a unique, highly constrained amino acid, which may be of value in signal transduction studies. Three key steps, an asymmetric tandem Michael addition, an intramolecular Friedel-Crafts reaction, and an intramolecular Mannich reaction, were successfully applied in the presented synthetic route.

  DOI：

  10.1021/jo0340152
• 作为产物：
  描述：

  (2S,3R)-2-methoxycarbonylamino-3-(4-methoxyphenyl)hexanedioic acid 6-tert-butyl ester 1-methyl ester 在 三乙基硅烷 、 草酰氯 、 三氟化硼乙醚 、 potassium hydrogencarbonate 、 N,N-二甲基甲酰胺 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 二硫化碳 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 63.0h， 生成
  参考文献：
  名称：

  Synthesis of a New Conformation-Constrained l-Tyrosine Analogue as a Potential Scaffold for SH2 Domain Ligands

  摘要：

  The enantioselective synthesis of a new tricyclic tyrosine analogue is reported. This conformation-contrained SH2 domain ligand scaffold 2 was designed on the basis of the natural ligand, whose structure contains the elements of a tyrosine moiety having chi(1) and chi(2) angles constrained to values observed for a phosp(h)otyrosyl (pTyr) residue bound to the p56(lck) SH2 domain. It represents a unique, highly constrained amino acid, which may be of value in signal transduction studies. Three key steps, an asymmetric tandem Michael addition, an intramolecular Friedel-Crafts reaction, and an intramolecular Mannich reaction, were successfully applied in the presented synthetic route.

  DOI：

  10.1021/jo0340152