1-hydroxy-7-(methoxymethoxy)-5-methyl-3H-2,1-benzoxaborole | 1354710-44-3

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 1-hydroxy-7-(methoxymethoxy)-5-methyl-3H-2,1-benzoxaborole
• CAS: 1354710-44-3
• 化学式: C₁₀H₁₃BO₄
• 分子量: 208.022
• InChiKey: PCOWQQOIPOHGRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-hydroxy-7-(methoxymethoxy)-5-methyl-3H-2,1-benzoxaborole 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 三乙胺 、 cesium fluoride 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 51.0h， 生成 (2S,3S)-2-[[3-[2-(hydroxymethyl)-6-(methoxymethoxy)-4-methylphenyl]-8-(methoxymethoxy)-1,4-dioxonaphthalen-2-yl]amino]-3-methylpentanoic acid
  参考文献：
  名称：

  Synthesis of jadomycin A and related jadomycin aglycons: structural re-examination of jadomycins S and T may be needed

  摘要：

  Jadomycin A and related jadomycin M and W aglycons were synthesized. Easy re-construction of 4(hydroxymethyl)-1,3-oxazolidin-5-one system into an isomeric 1,3-oxazolidine-4-carboxylic acid system during the synthetic trial of jadomycin S aglycon requests us to more precisely re-examine the structures proposed for jadomycins S and T, derived from hydroxyl-containing amino acids of L-serine and L-threonine, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.160
• 作为产物：
  描述：

  [3-(methoxymethoxy)-5-methylphenyl]methanol 在 正丁基锂 、 硼酸三异丙酯 、 氯化铵 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 17.5h， 以53%的产率得到1-hydroxy-7-(methoxymethoxy)-5-methyl-3H-2,1-benzoxaborole
  参考文献：
  名称：

  Synthesis of jadomycin A and related jadomycin aglycons: structural re-examination of jadomycins S and T may be needed

  摘要：

  Jadomycin A and related jadomycin M and W aglycons were synthesized. Easy re-construction of 4(hydroxymethyl)-1,3-oxazolidin-5-one system into an isomeric 1,3-oxazolidine-4-carboxylic acid system during the synthetic trial of jadomycin S aglycon requests us to more precisely re-examine the structures proposed for jadomycins S and T, derived from hydroxyl-containing amino acids of L-serine and L-threonine, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.160

文献信息

• Synthesis of jadomycin A and related jadomycin aglycons: structural re-examination of jadomycins S and T may be needed
  作者：Takayoshi Tajima、Yuhsuke Akagi、Takuya Kumamoto、Noriyuki Suzuki、Tsutomu Ishikawa

  DOI：10.1016/j.tetlet.2011.10.160

  日期：2012.1

  Jadomycin A and related jadomycin M and W aglycons were synthesized. Easy re-construction of 4(hydroxymethyl)-1,3-oxazolidin-5-one system into an isomeric 1,3-oxazolidine-4-carboxylic acid system during the synthetic trial of jadomycin S aglycon requests us to more precisely re-examine the structures proposed for jadomycins S and T, derived from hydroxyl-containing amino acids of L-serine and L-threonine, respectively. (C) 2011 Elsevier Ltd. All rights reserved.