benzyl 2,3-dihydroxy-2-methylpropylcarbamate | 1353743-46-0

• 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: benzyl 2,3-dihydroxy-2-methylpropylcarbamate
• 英文别名: benzyl N-(2,3-dihydroxy-2-methylpropyl)carbamate
• CAS: 1353743-46-0
• 化学式: C₁₂H₁₇NO₄
• 分子量: 239.271
• InChiKey: ZBQRZXIMCYWCFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  benzyl ((4-chlorobenzoyl)oxy)carbamate 、 2-甲基-2-丙烯-1-醇 在 四氧化锇 作用下， 以 水 、 乙腈 为溶剂， 反应 23.17h， 以62%的产率得到benzyl 2,3-dihydroxy-2-methylpropylcarbamate
  参考文献：
  名称：

  Regioselective Base-Free Intermolecular Aminohydroxylations of Hindered and Functionalized Alkenes

  摘要：

  Regioselective base-free intermolecular aminohydroxylations of functionalized trisubstituted and 1,1-disubstituted alkenes employing benzoyloxycarbamate 3a and catalytic OsO4 are described. In all cases, the more substituted alcohol isomer is favored. Sluggish reactions could be promoted by gentle heating, the use of amine ligands, or increased catalyst loadings. A competitive rearrangement was observed with a secondary allylic alcohol substrate. The adducts serve as useful precursors to dehydroamino acids.

  DOI：

  10.1021/jo202375a

文献信息

• Regioselective Base-Free Intermolecular Aminohydroxylations of Hindered and Functionalized Alkenes
  作者：Zhiwei Ma、Bradley C. Naylor、Brad M. Loertscher、Danny D. Hafen、Jasmine M. Li、Steven L. Castle

  DOI：10.1021/jo202375a

  日期：2012.1.20

  Regioselective base-free intermolecular aminohydroxylations of functionalized trisubstituted and 1,1-disubstituted alkenes employing benzoyloxycarbamate 3a and catalytic OsO4 are described. In all cases, the more substituted alcohol isomer is favored. Sluggish reactions could be promoted by gentle heating, the use of amine ligands, or increased catalyst loadings. A competitive rearrangement was observed with a secondary allylic alcohol substrate. The adducts serve as useful precursors to dehydroamino acids.