5-benzoylamino-5-p-benzoyloxobenzyl-4-oxo-1,3-dioxane | 134255-18-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 5-benzoylamino-5-p-benzoyloxobenzyl-4-oxo-1,3-dioxane
• CAS: 134255-18-8
• 化学式: C₂₅H₂₁NO₆
• 分子量: 431.445
• InChiKey: MHNJGDUZEGQYBO-UHFFFAOYSA-N

物化性质

• 沸点：
  694.4±55.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.15
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  90.93
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-benzoylamino-5-p-benzoyloxobenzyl-4-oxo-1,3-dioxane 在 sodium hydroxide 作用下， 以 丙酮 为溶剂， 反应 3.0h， 以90%的产率得到N-benzoyl-α-hydroxymethyltyrosine
  参考文献：
  名称：

  Synthesis and absolute configuration of (+) α-hydroxymethyltyrosine by X-ray analysis of its N-benzoyl derivative

  摘要：

  Alpha-Hydroxymethyltyrosine has been synthesized by a route involving alpha-hydroxymethylation. Dextrorotatory N-benzoyl-alpha-hydroxymethyltyrosine 4 crystallizes in space group P2(1)2(1)2(1) with cell parameters: a = 13.2266(9), b = 16.1099(9), c = 7.4475(5) angstrom, V = 15.86.9(2) angstrom-3, Z = 4. The structure was solved by direct methods and refined to R = 0.047 and R(w) = 0.066 with 1549 independent and 956 hklBAR reflections. The absolute configuration of 1 was determined as R by the application of Hamilton test and by the estimation of the Bijvoet coefficient B. Just as in N-benzoyl-alpha-methylcysteine (Wieczorek et al., 1989), the alpha-amino acid residue adopts the C5 ring conformation similar to the fully extended form. The two side chains also adopt an extended conformation around the C-alpha atom.

  DOI：

  10.1007/bf01161067
• 作为产物：
  描述：

  2-苯甲酰氨基-3-(4-(苯甲酰氧基)苯基)丙酸 在 吡啶 、 乙酸酐 作用下， 以 异丙醇 为溶剂， 反应 3.0h， 生成 5-benzoylamino-5-p-benzoyloxobenzyl-4-oxo-1,3-dioxane
  参考文献：
  名称：

  Synthesis and absolute configuration of (+) α-hydroxymethyltyrosine by X-ray analysis of its N-benzoyl derivative

  摘要：

  Alpha-Hydroxymethyltyrosine has been synthesized by a route involving alpha-hydroxymethylation. Dextrorotatory N-benzoyl-alpha-hydroxymethyltyrosine 4 crystallizes in space group P2(1)2(1)2(1) with cell parameters: a = 13.2266(9), b = 16.1099(9), c = 7.4475(5) angstrom, V = 15.86.9(2) angstrom-3, Z = 4. The structure was solved by direct methods and refined to R = 0.047 and R(w) = 0.066 with 1549 independent and 956 hklBAR reflections. The absolute configuration of 1 was determined as R by the application of Hamilton test and by the estimation of the Bijvoet coefficient B. Just as in N-benzoyl-alpha-methylcysteine (Wieczorek et al., 1989), the alpha-amino acid residue adopts the C5 ring conformation similar to the fully extended form. The two side chains also adopt an extended conformation around the C-alpha atom.

  DOI：

  10.1007/bf01161067