oxazol-2-yl(6-phenoxychroman-2-yl)methanol | 1607825-29-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: oxazol-2-yl(6-phenoxychroman-2-yl)methanol
• CAS: 1607825-29-5
• 化学式: C₁₉H₁₇NO₄
• 分子量: 323.348
• InChiKey: GSBIYRYBEOAUIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  64.72
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  oxazol-2-yl(6-phenoxychroman-2-yl)methanol 在 咪唑 、 四(三苯基膦)钯 、 正丁基锂 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 (6-phenoxychroman-2-yl)(5-(pyridin-2-yl)oxazol-2-yl)methanol
  参考文献：
  名称：

  α-Ketoheterocycle inhibitors of fatty acid amide hydrolase: Exploration of conformational constraints in the acyl side chain

  摘要：

  A series of alpha-ketooxazoles containing heteroatoms embedded within conformational constraints in the C2 acyl side chain of 2 (OL-135) were synthesized and evaluated as inhibitors of fatty acid amide hydrolase (FAAH). The studies reveal that the installation of a heteroatom (O) in the conformational constraint is achievable, although the potency of these novel derivatives is reduced slightly relative to 2 and the analogous 1,2,3,4-tetrahydronaphthalene series. Interestingly, both enantiomers (R and S) of the candidate inhibitors bearing a chiral center adjacent to the electrophilic carbonyl were found to effectively inhibit FAAH. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.03.013
• 作为产物：
  描述：

  N-methoxy-N-methyl-6-phenoxychroman-2-carboxamide 在 lithium aluminium tetrahydride 、 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 反应 2.25h， 生成 oxazol-2-yl(6-phenoxychroman-2-yl)methanol
  参考文献：
  名称：

  α-Ketoheterocycle inhibitors of fatty acid amide hydrolase: Exploration of conformational constraints in the acyl side chain

  摘要：

  A series of alpha-ketooxazoles containing heteroatoms embedded within conformational constraints in the C2 acyl side chain of 2 (OL-135) were synthesized and evaluated as inhibitors of fatty acid amide hydrolase (FAAH). The studies reveal that the installation of a heteroatom (O) in the conformational constraint is achievable, although the potency of these novel derivatives is reduced slightly relative to 2 and the analogous 1,2,3,4-tetrahydronaphthalene series. Interestingly, both enantiomers (R and S) of the candidate inhibitors bearing a chiral center adjacent to the electrophilic carbonyl were found to effectively inhibit FAAH. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.03.013