5-[(S)-4-hydroxy-3-methylbutoxy]-7-hydroxy-4,6-dimethyl-1(3H)-isobenzofuranone | 1065231-14-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 5-[(S)-4-hydroxy-3-methylbutoxy]-7-hydroxy-4,6-dimethyl-1(3H)-isobenzofuranone
• CAS: 1065231-14-2
• 化学式: C₁₅H₂₀O₅
• 分子量: 280.321
• InChiKey: HQHXXXFNGXKOOW-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.08
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  75.99
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-[(S)-4-hydroxy-3-methylbutoxy]-7-hydroxy-4,6-dimethyl-1(3H)-isobenzofuranone 在 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 碘苯二乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  Synthesis of novel antifungal phthalides produced by a wheat rhizosphere fungus

  摘要：

  Two antifungal phthalides produced by a wheat rhizosphere fungus have been synthesized using the Alder-Rickert reaction to construct their common isobenzofuranone core structure. The absolute configuration of one of the two phthalides has been determined to be S by synthesizing its (S)- and (R)-enantiomer and comparing their optical rotations with that of the natural product. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.07.023
• 作为产物：
  描述：

  5-[(S)-4-tert-butyldimethylsilyloxy-3-methylbutoxy]-7-methoxy-4,6-dimethyl-1(3H)-isobenzofuranone 在 magnesium iodide 、 盐酸 作用下， 以 乙醚 、 甲苯 、 甲醇 为溶剂， 反应 3.5h， 以88%的产率得到5-[(S)-4-hydroxy-3-methylbutoxy]-7-hydroxy-4,6-dimethyl-1(3H)-isobenzofuranone
  参考文献：
  名称：

  Synthesis of novel antifungal phthalides produced by a wheat rhizosphere fungus

  摘要：

  Two antifungal phthalides produced by a wheat rhizosphere fungus have been synthesized using the Alder-Rickert reaction to construct their common isobenzofuranone core structure. The absolute configuration of one of the two phthalides has been determined to be S by synthesizing its (S)- and (R)-enantiomer and comparing their optical rotations with that of the natural product. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.07.023