5-Methoxy-1,11-dimethyl-11-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),3,5-triene-12,13-dione | 192212-91-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 5-Methoxy-1,11-dimethyl-11-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),3,5-triene-12,13-dione
• 英文别名: 5-methoxy-1,11-dimethyl-11-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-12,13-dione
• CAS: 192212-91-2
• 化学式: C₁₅H₁₇NO₃
• 分子量: 259.305
• InChiKey: PNYBCAGIJMKCRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.17
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-Methoxy-1,11-dimethyl-11-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),3,5-triene-12,13-dione 在 氢氧化钾 、 二异丁基氢化铝 、 一水合肼 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 二乙二醇 为溶剂， 反应 17.0h， 生成
  参考文献：
  名称：

  Synthesis of a New Tyrosine Analogue Having χ₁ and χ₂ Angles Constrained to Values Observed for an SH2 Domain-Bound Phosphotyrosyl Residue

  摘要：

  Synthesis is reported of a new tricyclic amino acid, (+/-)-(rel-2S,3R)-2-carboxy-1,2,3,4,5,6-hexahydro -8-hydroxy-1,5-methano-3-methyl-3-benzazocine (2), which contains within its structure the elements of a tyrosine moiety having chi(1) and chi(2) angles (168 degrees and -95 degrees, respectively) constrained to values observed for a phosphotyrosyl (pTyr) residue bound to the 56(lck) SH2 domain (chi(1) and chi(2) values of 163 degrees and -94 degrees, respectively). Additionally, the phi angle of N-acylated 2 correlates well with the phi angle of the SH2 domain-bound pTyr residue. Compound 2 represents a unique, highly constrained amino acid which may be of value in signal transduction studies.

  DOI：

  10.1021/jo9700787
• 作为产物：
  描述：

  1-carbomethoxy-6-methoxy-2-tetralone 在 sodium hydroxide 、 potassium carbonate 、 lithium diisopropyl amide 作用下， 以 1,4-二氧六环 、 丙酮 为溶剂， 反应 4.0h， 生成 5-Methoxy-1,11-dimethyl-11-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),3,5-triene-12,13-dione
  参考文献：
  名称：

  Synthesis of a New Tyrosine Analogue Having χ₁ and χ₂ Angles Constrained to Values Observed for an SH2 Domain-Bound Phosphotyrosyl Residue

  摘要：

  Synthesis is reported of a new tricyclic amino acid, (+/-)-(rel-2S,3R)-2-carboxy-1,2,3,4,5,6-hexahydro -8-hydroxy-1,5-methano-3-methyl-3-benzazocine (2), which contains within its structure the elements of a tyrosine moiety having chi(1) and chi(2) angles (168 degrees and -95 degrees, respectively) constrained to values observed for a phosphotyrosyl (pTyr) residue bound to the 56(lck) SH2 domain (chi(1) and chi(2) values of 163 degrees and -94 degrees, respectively). Additionally, the phi angle of N-acylated 2 correlates well with the phi angle of the SH2 domain-bound pTyr residue. Compound 2 represents a unique, highly constrained amino acid which may be of value in signal transduction studies.

  DOI：

  10.1021/jo9700787