methyl 6-methoxy-1-methyl-3-methylidene-2-oxo-4H-naphthalene-1-carboxylate | 192212-90-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 6-methoxy-1-methyl-3-methylidene-2-oxo-4H-naphthalene-1-carboxylate
• CAS: 192212-90-1
• 化学式: C₁₅H₁₆O₄
• 分子量: 260.29
• InChiKey: ZPBVLJPMPROMPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 6-methoxy-1-methyl-3-methylidene-2-oxo-4H-naphthalene-1-carboxylate 在 氢氧化钾 、 二异丁基氢化铝 、 一水合肼 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 、 二氯甲烷 、 异丙醚 、 甲苯 、 二乙二醇 为溶剂， 反应 12.5h， 生成 11-(2,4-Dimethoxy-benzyl)-5-methoxy-1-methyl-11-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),3,5-triene
  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 potassium carbonate 、 lithium diisopropyl amide 作用下， 以 丙酮 为溶剂， 反应 4.0h， 生成 methyl 6-methoxy-1-methyl-3-methylidene-2-oxo-4H-naphthalene-1-carboxylate
  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

文献信息

• Synthesis of a New Tyrosine Analogue Having χ₁ and χ₂ Angles Constrained to Values Observed for an SH2 Domain-Bound Phosphotyrosyl Residue
  作者：Bin Ye、Zhu-Jun Yao、Terrence R. Burke

  DOI：10.1021/jo9700787

  日期：1997.8.1

  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.