N-(3-hydroxypropyl)-5-methylidene-2-oxazolidinone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: N-(3-hydroxypropyl)-5-methylidene-2-oxazolidinone
• 英文别名: 3-(3-Hydroxypropyl)-5-methylidene-1,3-oxazolidin-2-one
• 化学式: C₇H₁₁NO₃
• 分子量: 157.169
• InChiKey: BIXDOYGESAYWKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (3-hydroxypropyl)prop-2-ynylcarbamic acid tert-butyl ester 在 三苯基膦氯金 甲醇 、 silver hexafluoroantimonate 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以85%的产率得到N-(3-hydroxypropyl)-5-methylidene-2-oxazolidinone
  参考文献：
  名称：

  Gold-Catalyzed Synthesis of Alkylidene 2-Oxazolidinones and 1,3-Oxazin-2-ones

  摘要：

  N-Boc-protected alkynylamines are converted into the corresponding alkylidene 2-oxazolidinones or 2-oxazinones under very mild reaction conditions in the presence of 1-5 mol% of a cationic Au(I) complex. The scope of the reaction is very general, providing the cyclic carbamates in high yield regardless of the substitution at nitrogen and alkyne terminus.

  DOI：

  10.1021/jo060520y

文献信息

• Gold-Catalyzed Synthesis of Alkylidene 2-Oxazolidinones and 1,3-Oxazin-2-ones
  作者：Rocío Robles-Machín、Javier Adrio、Juan Carlos Carretero

  DOI：10.1021/jo060520y

  日期：2006.6.1

  N-Boc-protected alkynylamines are converted into the corresponding alkylidene 2-oxazolidinones or 2-oxazinones under very mild reaction conditions in the presence of 1-5 mol% of a cationic Au(I) complex. The scope of the reaction is very general, providing the cyclic carbamates in high yield regardless of the substitution at nitrogen and alkyne terminus.