3-(4-甲氧基-2-苯基甲氧基苯基)丙酸 | 188782-82-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 中文名称: 3-(4-甲氧基-2-苯基甲氧基苯基)丙酸
• 英文名称: 3-(2-Benzyloxy-4-methoxy-phenyl)-propionic acid
• 英文别名: 3-[2-(Benzyloxy)-4-methoxyphenyl]propanoic acid；3-(4-methoxy-2-phenylmethoxyphenyl)propanoic acid
• CAS: 188782-82-3
• 化学式: C₁₇H₁₈O₄
• 分子量: 286.328
• InChiKey: KENXLQVUVYKXHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-甲氧基-2-苯基甲氧基苯基)丙酸 在 氯化亚砜 作用下， 以 四氢呋喃 为溶剂， 反应 22.0h， 生成 3-(2'-benzyloxy-4'-methoxyphenyl)-N-methyl-N-phenylpropanamide
  参考文献：
  名称：

  Conversion of 7-methoxy-3,4-dihydro-2H-1-benzopyran-2-one into the corresponding dimethyl ortho ester

  摘要：

  7-Methoxy-3,4-dihydro-2H-1-benzopyran-2-one 2 was converted into 3-(2'-tert-butyldimethylsilyloxy-4'-methoxyphenyl)-N-Methyl-N-phenylpropanamide 25 and reaction of this with methyl trifluoromethanesulfonate, followed by reaction with sodium methoxide, gave 2,2,7-trimethoxy-2H-1-benzopyran 1a in 55% overall yield from 25. A similar methylation/methoxide sequence using 3-(2'-benzyloxy-4'-methoxyphenyl)-N-methyl-N-phenylpropanamide 18 gave a mixture which contained trimethyl 3-(2'-benzyloxy-4'-methoxyphenyl)orthopropanoate 20a and reaction of this mixture with a solution of sodium in tert-butanol gave a product in which 2,2,7-trimethoxy-2H-1-benzopyran 1a was detected, but not isolable. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00007-0
• 作为产物：
  描述：

  7-甲氧基-3,4-二氢色烯-2-酮 在 氢氧化钾 、 sodium hydroxide 、 potassium carbonate 、 potassium iodide 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， 反应 95.5h， 生成 3-(4-甲氧基-2-苯基甲氧基苯基)丙酸
  参考文献：
  名称：

  Conversion of 7-methoxy-3,4-dihydro-2H-1-benzopyran-2-one into the corresponding dimethyl ortho ester

  摘要：

  7-Methoxy-3,4-dihydro-2H-1-benzopyran-2-one 2 was converted into 3-(2'-tert-butyldimethylsilyloxy-4'-methoxyphenyl)-N-Methyl-N-phenylpropanamide 25 and reaction of this with methyl trifluoromethanesulfonate, followed by reaction with sodium methoxide, gave 2,2,7-trimethoxy-2H-1-benzopyran 1a in 55% overall yield from 25. A similar methylation/methoxide sequence using 3-(2'-benzyloxy-4'-methoxyphenyl)-N-methyl-N-phenylpropanamide 18 gave a mixture which contained trimethyl 3-(2'-benzyloxy-4'-methoxyphenyl)orthopropanoate 20a and reaction of this mixture with a solution of sodium in tert-butanol gave a product in which 2,2,7-trimethoxy-2H-1-benzopyran 1a was detected, but not isolable. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00007-0

文献信息

• Conversion of 7-methoxy-3,4-dihydro-2H-1-benzopyran-2-one into the corresponding dimethyl ortho ester
  作者：David G. Bourke、David J. Collins

  DOI：10.1016/s0040-4020(97)00007-0

  日期：1997.3

  7-Methoxy-3,4-dihydro-2H-1-benzopyran-2-one 2 was converted into 3-(2'-tert-butyldimethylsilyloxy-4'-methoxyphenyl)-N-Methyl-N-phenylpropanamide 25 and reaction of this with methyl trifluoromethanesulfonate, followed by reaction with sodium methoxide, gave 2,2,7-trimethoxy-2H-1-benzopyran 1a in 55% overall yield from 25. A similar methylation/methoxide sequence using 3-(2'-benzyloxy-4'-methoxyphenyl)-N-methyl-N-phenylpropanamide 18 gave a mixture which contained trimethyl 3-(2'-benzyloxy-4'-methoxyphenyl)orthopropanoate 20a and reaction of this mixture with a solution of sodium in tert-butanol gave a product in which 2,2,7-trimethoxy-2H-1-benzopyran 1a was detected, but not isolable. (C) 1997 Elsevier Science Ltd.