5-(4-fluorophenyl)-6-(hydroxy(4-(trifluoromethyl)phenyl)methyl)-7-isopropylspiro[chromane-2,1'-cyclopropan]-4-one | 1266235-60-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 5-(4-fluorophenyl)-6-(hydroxy(4-(trifluoromethyl)phenyl)methyl)-7-isopropylspiro[chromane-2,1'-cyclopropan]-4-one
• CAS: 1266235-60-2
• 化学式: C₂₈H₂₄F₄O₃
• 分子量: 484.49
• InChiKey: XJFWKIYFBUIRLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.21
• 重原子数：
  35.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-(4-fluorophenyl)-6-(hydroxy(4-(trifluoromethyl)phenyl)methyl)-7-isopropylspiro[chromane-2,1'-cyclopropan]-4-one 在 二乙胺基三氟化硫 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Chromanol derivatives—A novel class of CETP inhibitors

  摘要：

  Based on our former development candidate BAY 38-1315, optimization efforts led to the discovery of a novel chemical class of orally active cholesteryl ester transfer protein (CETP) inhibitors. The chromanol derivative 19b is a highly potent CETP inhibitor with favorable pharmacokinetic properties suitable for clinical studies. Chemical process optimization furnished a robust synthesis for a kilogram-scale process. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.110
• 作为产物：
  描述：

  5-(4-fluorophenyl)-7-isopropyl-4-oxospiro[chromane-2,1'-cyclopropane]-6-carbaldehyde 、 4-三氟甲基苯基溴化镁 以 四氢呋喃 为溶剂， 生成 5-(4-fluorophenyl)-6-(hydroxy(4-(trifluoromethyl)phenyl)methyl)-7-isopropylspiro[chromane-2,1'-cyclopropan]-4-one
  参考文献：
  名称：

  Chromanol derivatives—A novel class of CETP inhibitors

  摘要：

  Based on our former development candidate BAY 38-1315, optimization efforts led to the discovery of a novel chemical class of orally active cholesteryl ester transfer protein (CETP) inhibitors. The chromanol derivative 19b is a highly potent CETP inhibitor with favorable pharmacokinetic properties suitable for clinical studies. Chemical process optimization furnished a robust synthesis for a kilogram-scale process. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.110