O-isovaleroyllomatin | 19380-07-5

• 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: O-isovaleroyllomatin
• 英文别名: [(9R)-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-h]chromen-9-yl] 3-methylbutanoate
• CAS: 19380-07-5
• 化学式: C₁₉H₂₂O₅
• 分子量: 330.381
• InChiKey: JVQVMTWMCAKEBF-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  jatamansinol 、 异戊酰氯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以91.1%的产率得到O-isovaleroyllomatin
  参考文献：
  名称：

  The absolute configuration of angular 3′-acyloxypyranocoumarins by vibrational circular dichroism exciton chirality

  摘要：

  A complex mixture of lomatin C-3' esters and (-)-O-angeloyllomatin 1 was isolated from the seeds of Prionosciadium thapsoides. Since a literature search revealed that some lomatin C-3' monoesters have positive specific rotations, while others had negative values, the absolute configuration of all of the molecules was determined to be (R) by exciton chirality in the infrared region, and by chemical correlation. A single crystal X-ray study of acetyllomatin 3, using the Flack and Hooft parameters, independently confirmed this absolute configuration. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.09.001

文献信息

• The absolute configuration of angular 3′-acyloxypyranocoumarins by vibrational circular dichroism exciton chirality
  作者：Abigail I. Buendía-Trujillo、J. Martín Torrres-Valencia、Pedro Joseph-Nathan、Eleuterio Burgueño-Tapia

  DOI：10.1016/j.tetasy.2014.09.001

  日期：2014.10

  A complex mixture of lomatin C-3' esters and (-)-O-angeloyllomatin 1 was isolated from the seeds of Prionosciadium thapsoides. Since a literature search revealed that some lomatin C-3' monoesters have positive specific rotations, while others had negative values, the absolute configuration of all of the molecules was determined to be (R) by exciton chirality in the infrared region, and by chemical correlation. A single crystal X-ray study of acetyllomatin 3, using the Flack and Hooft parameters, independently confirmed this absolute configuration. (C) 2014 Elsevier Ltd. All rights reserved.