2,6-dimethyl-7-hydroxychromeno[3,4-d]oxazol-4-one | 103503-16-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 2,6-dimethyl-7-hydroxychromeno[3,4-d]oxazol-4-one
• 英文别名: 7-Hydroxy-8,2'-dimethyl-oxazolo<4',5':3,4>cumarin；7-hydroxy-2,6-dimethyl-chromeno[3,4-d]oxazol-4-one；7-Hydroxy-2,6-dimethylchromeno[3,4-d][1,3]oxazol-4-one
• CAS: 103503-16-8
• 化学式: C₁₂H₉NO₄
• 分子量: 231.208
• InChiKey: RVTMSCUZRIDPTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  72.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,6-dimethyl-7-hydroxychromeno[3,4-d]oxazol-4-one 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2-Methyl-5-<2.4-dihydroxy-3-methyl>-carboxyoxazol
  参考文献：
  名称：

  Notes- The Reaction of Two Oxazolo (4', 5'-3,4)coumarins with Alkali

  摘要：

  DOI：

  10.1021/jo01073a609
• 作为产物：
  描述：

  N-(7-benzyloxy-4-hydroxy-8-methyl-2-oxo-(2H)-chromen-3-yl)-acetamide 在 palladium on activated charcoal 吡啶 、 氢气 、 三氯氧磷 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.17h， 生成 2,6-dimethyl-7-hydroxychromeno[3,4-d]oxazol-4-one
  参考文献：
  名称：

  An efficient synthesis of 7-hydroxy-2,6-dimethylchromeno[3,4-d]oxazol-4-one—a protected fragment of novenamine

  摘要：

  The high-yielding six-step synthesis of 7-hydroxy-2,6-dimethylchromeno[3,4-d]oxazol-4-one 17 from commercially available 2,4-dihydroxy-3-methylacetophenone is described. Coumarin 17 constitutes a useful synthon for cournarin antibiotic synthesis. A new methodology for oxazole formation applicable to 3-aminocournarins has been developed, and a mechanistic rationalization is proposed. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2005.08.083

文献信息

• An efficient synthesis of 7-hydroxy-2,6-dimethylchromeno[3,4-d]oxazol-4-one—a protected fragment of novenamine
  作者：David W. Gammon、Roger Hunter、Seanette A. Wilson

  DOI：10.1016/j.tet.2005.08.083

  日期：2005.11

  The high-yielding six-step synthesis of 7-hydroxy-2,6-dimethylchromeno[3,4-d]oxazol-4-one 17 from commercially available 2,4-dihydroxy-3-methylacetophenone is described. Coumarin 17 constitutes a useful synthon for cournarin antibiotic synthesis. A new methodology for oxazole formation applicable to 3-aminocournarins has been developed, and a mechanistic rationalization is proposed. (c) 2005 Published by Elsevier Ltd.
• Notes- The Reaction of Two Oxazolo (4', 5'-3,4)coumarins with Alkali
  作者：Charles Stammer

  DOI：10.1021/jo01073a609

  日期：1960.3