3-(4-phenoxy-phenylamino)propane-1,2-diol | 823221-74-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(4-phenoxy-phenylamino)propane-1,2-diol
• 英文别名: 3-(4-Phenoxyanilino)propane-1,2-diol
• CAS: 823221-74-5
• 化学式: C₁₅H₁₇NO₃
• 分子量: 259.305
• InChiKey: XRVPHFJOTMRFJR-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：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  61.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  原甲酸三甲酯 、 3-(4-phenoxy-phenylamino)propane-1,2-diol 在 ammonium cerium(IV) nitrate 、 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以20%的产率得到3-[methyl-(4-phenoxy-phenyl)-amino]-propane-1,2-diol
  参考文献：
  名称：

  Cerium ammonium nitrate: a new catalyst for regioselective protection of glycols

  摘要：

  The regioselective introduction of a methoxymethyl (MOM) group on different type of glycols via an orthoester intermediate was investigated. The novelty presented in this study is the use of ceric ammonium nitrate instead of the previously employed camphorsulfonic acid as catalyst. The monoprotection reaction was revealed to be highly selective when the glycol moiety was in the presence of an ether functionality. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.097
• 作为产物：
  描述：

  N-allyl [4-phenoxy]aniline 在 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 水 、 叔丁醇 为溶剂， 以89%的产率得到3-(4-phenoxy-phenylamino)propane-1,2-diol
  参考文献：
  名称：

  Cerium ammonium nitrate: a new catalyst for regioselective protection of glycols

  摘要：

  The regioselective introduction of a methoxymethyl (MOM) group on different type of glycols via an orthoester intermediate was investigated. The novelty presented in this study is the use of ceric ammonium nitrate instead of the previously employed camphorsulfonic acid as catalyst. The monoprotection reaction was revealed to be highly selective when the glycol moiety was in the presence of an ether functionality. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.097

文献信息

• Cerium ammonium nitrate: a new catalyst for regioselective protection of glycols
  作者：María J. Comin、Eleonora Elhalem、Juan B. Rodriguez

  DOI：10.1016/j.tet.2004.09.097

  日期：2004.12

  The regioselective introduction of a methoxymethyl (MOM) group on different type of glycols via an orthoester intermediate was investigated. The novelty presented in this study is the use of ceric ammonium nitrate instead of the previously employed camphorsulfonic acid as catalyst. The monoprotection reaction was revealed to be highly selective when the glycol moiety was in the presence of an ether functionality. (C) 2004 Elsevier Ltd. All rights reserved.