7-cyclopentyl-5-(4-fluorophenyl)-6-(hydroxy(4-(trifluoromethyl)phenyl)methyl)spiro[chromane-2,1'-cyclobutan]-4-one | 1266235-67-9

• 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: 7-cyclopentyl-5-(4-fluorophenyl)-6-(hydroxy(4-(trifluoromethyl)phenyl)methyl)spiro[chromane-2,1'-cyclobutan]-4-one
• CAS: 1266235-67-9
• 化学式: C₃₁H₂₈F₄O₃
• 分子量: 524.555
• InChiKey: XOJJFVFSISWGIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.14
• 重原子数：
  38.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 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：

  7-cyclopentyl-5-(4-fluorophenyl)-6-(hydroxy(4-(trifluoromethyl)phenyl)methyl)spiro[chromane-2,1'-cyclobutan]-4-one 在 N,N-diethylanilineborane 、 (1R,2S)-1-氨基-2-茚醇 作用下， 以 四氢呋喃 为溶剂， 生成 (4S)-7-cyclopentyl-5-(4-fluorophenyl)-6-[(R)-hydroxy-[4-(trifluoromethyl)phenyl]methyl]spiro[3,4-dihydrochromene-2,1'-cyclobutane]-4-ol 、 (4S)-7-cyclopentyl-5-(4-fluorophenyl)-6-[(S)-hydroxy-[4-(trifluoromethyl)phenyl]methyl]spiro[3,4-dihydrochromene-2,1'-cyclobutane]-4-ol
  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：

  7-cyclopentyl-5-(4-fluorophenyl)-4-oxospiro[chromane-2,1'-cyclobutane]-6-carbaldehyde 、 4-三氟甲基苯基溴化镁 以 四氢呋喃 为溶剂， 生成 7-cyclopentyl-5-(4-fluorophenyl)-6-(hydroxy(4-(trifluoromethyl)phenyl)methyl)spiro[chromane-2,1'-cyclobutan]-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