[2-(4'-Hydroxy-2'-methyl-biphenyl-3-yl)-2-oxo-ethyl]-phosphonic acid dimethyl ester | 695231-49-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [2-(4'-Hydroxy-2'-methyl-biphenyl-3-yl)-2-oxo-ethyl]-phosphonic acid dimethyl ester
• 英文别名: 2-Dimethoxyphosphoryl-1-[3-(4-hydroxy-2-methylphenyl)phenyl]ethanone
• CAS: 695231-49-3
• 化学式: C₁₇H₁₉O₅P
• 分子量: 334.309
• InChiKey: PKIAWVVJEFKSQR-UHFFFAOYSA-N

物化性质

• 沸点：
  509.3±50.0 °C(predicted)
• 密度：
  1.234±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [2-(4'-Hydroxy-2'-methyl-biphenyl-3-yl)-2-oxo-ethyl]-phosphonic acid dimethyl ester 在 sodium tetrahydroborate 、 cerium(III) chloride 、 N,N-二异丙基乙胺 、 lithium chloride 作用下， 以 乙腈 为溶剂， 生成 7-{(R)-2-[(E)-3-Hydroxy-3-(4'-hydroxy-2'-methyl-biphenyl-3-yl)-propenyl]-5-oxo-pyrrolidin-1-yl}-heptanoic acid ethyl ester
  参考文献：
  名称：

  Lactams as EP4 prostanoid receptor subtype selective agonists. Part 1: 2-Pyrrolidinones-stereochemical and lower side-chain optimization

  摘要：

  A series of 7-[(5R)-substituted 2-oxo-1-pyrrolidinyl]-heptanoic acids were prepared, their isomeric purity determined, and pharmacologically evaluated. Lactams with affinity for the EP4 receptor displayed agonist behavior. The lower side-chain of the lactam template could be substituted to afford ligands (e.g., 17, 24, 30, 31, and 33) of high potency and greater than 1000-fold affinity for EP4 versus the other EP prostanoid receptors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.063
• 作为产物：
  描述：

  甲基膦酸二甲酯 、 4'-Hydroxy-2'-methyl-biphenyl-3-carboxylic acid methyl ester 在 正丁基锂 作用下， 生成 [2-(4'-Hydroxy-2'-methyl-biphenyl-3-yl)-2-oxo-ethyl]-phosphonic acid dimethyl ester
  参考文献：
  名称：

  Lactams as EP4 prostanoid receptor subtype selective agonists. Part 1: 2-Pyrrolidinones-stereochemical and lower side-chain optimization

  摘要：

  A series of 7-[(5R)-substituted 2-oxo-1-pyrrolidinyl]-heptanoic acids were prepared, their isomeric purity determined, and pharmacologically evaluated. Lactams with affinity for the EP4 receptor displayed agonist behavior. The lower side-chain of the lactam template could be substituted to afford ligands (e.g., 17, 24, 30, 31, and 33) of high potency and greater than 1000-fold affinity for EP4 versus the other EP prostanoid receptors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.063