2-(3-fluoro-4-benzyloxyphenyl)propanoic acid | 127437-34-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 2-(3-fluoro-4-benzyloxyphenyl)propanoic acid
• 英文别名: 2-(4-(Benzyloxy)-3-fluorophenyl)propanoic acid；2-(3-fluoro-4-phenylmethoxyphenyl)propanoic acid
• CAS: 127437-34-7
• 化学式: C₁₆H₁₅FO₃
• 分子量: 274.292
• InChiKey: UEXOQSABTFUOOR-UHFFFAOYSA-N

物化性质

• 熔点：
  89-92 °C
• 沸点：
  424.7±40.0 °C(Predicted)
• 密度：
  1.229±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-叔-丁基苄胺 、 2-(3-fluoro-4-benzyloxyphenyl)propanoic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 生成 2-(4-(benzyloxy)-3-fluorophenyl)-N-(4-(tert-butyl)benzyl)propanamide
  参考文献：
  名称：

  The SAR analysis of TRPV1 agonists with the α-methylated B-region

  摘要：

  A series of TRPV1 agonists with amide, reverse amide, and thiourea groups in the B-region and their corresponding alpha-methylated analogues were investigated. Whereas the alpha-methylation of the amide B-region enhanced the binding affinities and potencies as agonists, that of the reverse amide and thiourea led to a reduction in receptor affinity. The analysis indicated that proper hydrogen bonding as well as steric effects in the B-region are critical for receptor binding. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.059
• 作为产物：
  描述：

  2-氟苯甲醚 在 盐酸 、 氢氧化钾 、 三氯化铝 、 水 、 sodium methylate 、 sodium ethanolate 、 zinc(II) chloride 作用下， 以 乙醇 、 溶剂黄146 、 二甲基亚砜 、 甲苯 为溶剂， 反应 46.25h， 生成 2-(3-fluoro-4-benzyloxyphenyl)propanoic acid
  参考文献：
  名称：

  Kuchar, Miroslav; Grimova, Jaroslava; Rejholec, Vaclav, Collection of Czechoslovak Chemical Communications, 1990, vol. 55, # 1, p. 296 - 306

  摘要：

  DOI：

文献信息

• KUCHAR, MIROSLAV;GRIMOVA, JAROSLAVA;REJHOLEC, VACLAV;TOMKOVA, HANA;JELINK+, COLLECT. CZECHOSL. CHEM. COMMUN., 55,(1990) N, C. 296-306
  作者：KUCHAR, MIROSLAV、GRIMOVA, JAROSLAVA、REJHOLEC, VACLAV、TOMKOVA, HANA、JELINK+

  DOI：——

  日期：——
• The SAR analysis of TRPV1 agonists with the α-methylated B-region
  作者：Yongsung Cho、Myeong Seop Kim、Ho Shin Kim、Jihyae Ann、Jiyoun Lee、Larry V. Pearce、Vladimir A. Pavlyukovets、Matthew A. Morgan、Peter M. Blumberg、Jeewoo Lee

  DOI：10.1016/j.bmcl.2012.06.059

  日期：2012.8

  A series of TRPV1 agonists with amide, reverse amide, and thiourea groups in the B-region and their corresponding alpha-methylated analogues were investigated. Whereas the alpha-methylation of the amide B-region enhanced the binding affinities and potencies as agonists, that of the reverse amide and thiourea led to a reduction in receptor affinity. The analysis indicated that proper hydrogen bonding as well as steric effects in the B-region are critical for receptor binding. (c) 2012 Elsevier Ltd. All rights reserved.
• Kuchar, Miroslav; Grimova, Jaroslava; Rejholec, Vaclav, Collection of Czechoslovak Chemical Communications, 1990, vol. 55, # 1, p. 296 - 306
  作者：Kuchar, Miroslav、Grimova, Jaroslava、Rejholec, Vaclav、Tomkova, Hana、Jelinkova, Magda、Holubek, Jiri

  DOI：——

  日期：——