glutaryl-p-aminocinnamate methyl ester | 475977-62-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: glutaryl-p-aminocinnamate methyl ester
• 英文别名: 5-[4-[(E)-3-methoxy-3-oxoprop-1-enyl]anilino]-5-oxopentanoic acid
• CAS: 475977-62-9
• 化学式: C₁₅H₁₇NO₅
• 分子量: 291.304
• InChiKey: AMHMRVXFRCCCFW-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  92.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  glutaryl-p-aminocinnamate methyl ester 在 Hydroquinone 1,4-phthalazinediyl diether 、 potassium dioxotetrahydroxoosmate(VI) 、 potassium carbonate 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 生成 (2R,3S)-(+)-N-tosyl-3-(benzyloxyglutaryl-p-aminophenyl)isoserine methyl ester
  参考文献：
  名称：

  Synthesis of New Analogs of the C-13 Docetaxel Side Chain By Asymmetric Aminohydroxylation

  摘要：

  The synthesis of six new beta-phenyl isoserines, each bearing an amino or a nitro substituent on the phenyl ring in various positions, is reported. These compounds, analogues of the docetaxel side chain, have been obtained by asymmetric aminohydroxylation of the corresponding cinnamates with excellent regiospecificity and in good enantiomeric excess. (C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

  DOI：

  10.1002/1099-0690(200207)2002:14<2260::aid-ejoc2260>3.0.co;2-v
• 作为产物：
  描述：

  (2E)-3-(4-氨基苯基)-2-丙烯酸 在 potassium carbonate 、 乙酰氯 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 glutaryl-p-aminocinnamate methyl ester
  参考文献：
  名称：

  Synthesis of New Analogs of the C-13 Docetaxel Side Chain By Asymmetric Aminohydroxylation

  摘要：

  The synthesis of six new beta-phenyl isoserines, each bearing an amino or a nitro substituent on the phenyl ring in various positions, is reported. These compounds, analogues of the docetaxel side chain, have been obtained by asymmetric aminohydroxylation of the corresponding cinnamates with excellent regiospecificity and in good enantiomeric excess. (C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

  DOI：

  10.1002/1099-0690(200207)2002:14<2260::aid-ejoc2260>3.0.co;2-v

文献信息

• Synthesis of New Analogs of the C-13 Docetaxel Side Chain By Asymmetric Aminohydroxylation
  作者：Sara Montiel-Smith、Vicente Cervantes-Mejía、Joëlle Dubois、Daniel Guénard、Françoise Guéritte、Jesús Sandoval-Ramírez

  DOI：10.1002/1099-0690(200207)2002:14<2260::aid-ejoc2260>3.0.co;2-v

  日期：2002.7

  The synthesis of six new beta-phenyl isoserines, each bearing an amino or a nitro substituent on the phenyl ring in various positions, is reported. These compounds, analogues of the docetaxel side chain, have been obtained by asymmetric aminohydroxylation of the corresponding cinnamates with excellent regiospecificity and in good enantiomeric excess. (C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.