(R)-dec-1-en-4-yl (4-acetylphenyl)carbamate | 1039729-98-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-dec-1-en-4-yl (4-acetylphenyl)carbamate
• CAS: 1039729-98-0
• 化学式: C₁₉H₂₇NO₃
• 分子量: 317.428
• InChiKey: IEYJBCJDFTXCJS-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.35
• 重原子数：
  23.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (R)-dec-1-en-4-yl (4-acetylphenyl)carbamate 在 甲醇 、 sodium hydroxide 、 氯化铵 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 以89%的产率得到(4R)-dec-1-en-4-ol
  参考文献：
  名称：

  Iterative Cr-Mediated Catalytic Asymmetric Allylation To Synthesize syn/syn- and anti/anti-1,3,5-Triols

  摘要：

  Iterative use of Cr-mediated catalytic asymmetric allylation could give a simple access to 1,3-polyols. Using syn/syn- and anti/anti-1,3,5-triols as representative examples, the feasibility of this approach is studied, thereby demonstrating that (1) the pre-existing TMS-protected alcohol at the beta-position does not give a significant effect on the Cr-mediated catalytic asymmetric allylation and (2) this synthetic route furnishes the expected syn/syn- and anti/anti-1,3,5-triols at the useful level of asymmetric induction and yield.

  DOI：

  10.1021/ol801094e
• 作为产物：
  描述：

  4-乙酰苯基异氰酸酯 、 (4R)-dec-1-en-4-ol 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以220 mg的产率得到(R)-dec-1-en-4-yl (4-acetylphenyl)carbamate
  参考文献：
  名称：

  Iterative Cr-Mediated Catalytic Asymmetric Allylation To Synthesize syn/syn- and anti/anti-1,3,5-Triols

  摘要：

  Iterative use of Cr-mediated catalytic asymmetric allylation could give a simple access to 1,3-polyols. Using syn/syn- and anti/anti-1,3,5-triols as representative examples, the feasibility of this approach is studied, thereby demonstrating that (1) the pre-existing TMS-protected alcohol at the beta-position does not give a significant effect on the Cr-mediated catalytic asymmetric allylation and (2) this synthetic route furnishes the expected syn/syn- and anti/anti-1,3,5-triols at the useful level of asymmetric induction and yield.

  DOI：

  10.1021/ol801094e