4-hydroxyadamantyl-N-p-hydroxyphenyl carbamate | 133839-07-3

• 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: 4-hydroxyadamantyl-N-p-hydroxyphenyl carbamate
• 英文别名: (4-hydroxy-1-adamantyl) N-(4-hydroxyphenyl)carbamate
• CAS: 133839-07-3
• 化学式: C₁₇H₂₁NO₄
• 分子量: 303.358
• InChiKey: XYZLXSPJVFUTNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  78.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-adamantyl-N-phenyl carbamate 以 乙醇 、 水 为溶剂， 反应 72.0h， 以40%的产率得到4,6-dihydroxyadamantyl-N-p-hydroxyphenyl carbamate
  参考文献：
  名称：

  “Microbial transformations 18. Regiospecific para-hydroxylation of aromatic carbamates mediated by the fungus Beauveria sulfurescens”

  摘要：

  The bioconversion of various N-phenyl carbamates bearing alkyl groups of increasing size have been studied. These biotransformations, achieved by the fungus Beauveria sulfurescens, led to the highly regiospecific para-hydroxylation of most of the substrates. For compounds of higher lipophilic character, a double regio- and stereospecific hydroxylation process occurred, which included aromatic and alkyl hydroxylation.

  DOI：

  10.1016/s0040-4020(01)86421-8

文献信息

• “Microbial transformations 18. Regiospecific para-hydroxylation of aromatic carbamates mediated by the fungus Beauveria sulfurescens”
  作者：B Vigne、A Archelas、R Furstoss

  DOI：10.1016/s0040-4020(01)86421-8

  日期：1991.1

  The bioconversion of various N-phenyl carbamates bearing alkyl groups of increasing size have been studied. These biotransformations, achieved by the fungus Beauveria sulfurescens, led to the highly regiospecific para-hydroxylation of most of the substrates. For compounds of higher lipophilic character, a double regio- and stereospecific hydroxylation process occurred, which included aromatic and alkyl hydroxylation.