(E)-N-(p-hydroxyphenethyl)-3-(methylsulfonyl)-propenamide | 201531-99-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-N-(p-hydroxyphenethyl)-3-(methylsulfonyl)-propenamide
• 英文别名: (E)-N-[2-(4-hydroxyphenyl)ethyl]-3-methylsulfonylprop-2-enamide
• CAS: 201531-99-9
• 化学式: C₁₂H₁₅NO₄S
• 分子量: 269.321
• InChiKey: KJIOYEGKHFTGKQ-VQHVLOKHSA-N

物化性质

• 沸点：
  595.7±50.0 °C(Predicted)
• 密度：
  1.299±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  91.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-N-(p-hydroxyphenethyl)-3-(methylsulfonyl)-propenamide 、 1-氯-3-甲基-2-丁烯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 8.0h， 以28%的产率得到dambullin
  参考文献：
  名称：

  Synthesis of amides from Glycosmis species: Methylthiopropenoic acid, methylsulfonylpropenoic acid, thiocarbamic acid S-methyl ester, and senecioic acid amides

  摘要：

  Representative samples of several types of naturally occurring amides from south and southeast Asian Glycosmis species were synthesized for proof of structures and for bioactivity testing. With one exception (senecioic acid) all these amides were characterized by sulfur containing acid components (methylthiopropenoic acid methylsulfonylpropenoic acid and thiocarbamic acid) in combination with phenethylamine derived amino moieties. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10297-6
• 作为产物：
  描述：

  (E)-N-(4-hydroxyphenylethyl)-3-(methylthio)acrylamide 在 oxone 作用下， 以 甲醇 、 水 为溶剂， 反应 6.0h， 以58%的产率得到(E)-N-(p-hydroxyphenethyl)-3-(methylsulfonyl)-propenamide
  参考文献：
  名称：

  Synthesis of amides from Glycosmis species: Methylthiopropenoic acid, methylsulfonylpropenoic acid, thiocarbamic acid S-methyl ester, and senecioic acid amides

  摘要：

  Representative samples of several types of naturally occurring amides from south and southeast Asian Glycosmis species were synthesized for proof of structures and for bioactivity testing. With one exception (senecioic acid) all these amides were characterized by sulfur containing acid components (methylthiopropenoic acid methylsulfonylpropenoic acid and thiocarbamic acid) in combination with phenethylamine derived amino moieties. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10297-6

文献信息

• Synthesis of amides from Glycosmis species: Methylthiopropenoic acid, methylsulfonylpropenoic acid, thiocarbamic acid S-methyl ester, and senecioic acid amides
  作者：Sabine Hinterberger、Otmar Hofer、Harald Greger

  DOI：10.1016/s0040-4020(97)10297-6

  日期：1998.1

  Representative samples of several types of naturally occurring amides from south and southeast Asian Glycosmis species were synthesized for proof of structures and for bioactivity testing. With one exception (senecioic acid) all these amides were characterized by sulfur containing acid components (methylthiopropenoic acid methylsulfonylpropenoic acid and thiocarbamic acid) in combination with phenethylamine derived amino moieties. (C) 1997 Elsevier Science Ltd. All rights reserved.