| 1597548-41-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1597548-41-8
• 化学式: C₁₄H₁₇Cl₃O₂
• 分子量: 323.647
• InChiKey: RWEBWOHJYQRHOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.0
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  4,6-二氯间苯二酚 、 3-氯-2-甲基丙烯 在 硫酸 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 以77%的产率得到5,7-dichloro-3,3-dimethyl-2,3-dihydrobenzofuran-4-ol
  参考文献：
  名称：

  A Scalable Route to an Unusual 3,3-Dimethyl-2,3-dihydrobenzofuran Ring System Present in an HCV Drug Candidate

  摘要：

  A scalable synthesis of a key intermediate used for the preparation of an HCV inhibitor containing an unusual dimethyldihydrobenzofuran ring is described. A key element for the successful completion of the synthesis was the correct ordering of a sequence of bromination, chlorination, and methylation to provide optimized selectivity and improved yield. A tin hydride-mediated ring closure was replaced with a more environmentally benign sulfuric acid-catalyzed Friedel-Crafts reaction. The overall yield for the preparation of the key intermediate was increased from less than 5 to 40%.

  DOI：

  10.1021/op4003467