(E)-N-methyl-N-[2-[4-[(E)-3-methyl-4-[2-(2-methylprop-1-enyl)-1,3-dithian-2-yl]but-2-enoxy]phenyl]ethyl]-3-methylsulfonylprop-2-enamide | 1184635-41-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-N-methyl-N-[2-[4-[(E)-3-methyl-4-[2-(2-methylprop-1-enyl)-1,3-dithian-2-yl]but-2-enoxy]phenyl]ethyl]-3-methylsulfonylprop-2-enamide
• CAS: 1184635-41-3
• 化学式: C₂₆H₃₇NO₄S₃
• 分子量: 523.782
• InChiKey: JRWKPEMRROKHKB-GLCSYRGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  123
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-N-methyl-N-[2-[4-[(E)-3-methyl-4-[2-(2-methylprop-1-enyl)-1,3-dithian-2-yl]but-2-enoxy]phenyl]ethyl]-3-methylsulfonylprop-2-enamide 在 水 、 碘甲烷 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以54%的产率得到Methylgerambullone
  参考文献：
  名称：

  Total synthesis and biological evaluation of methylgerambullone

  摘要：

  First total synthesis of methylgerambullone (MGB, 1) isolated from Glycosmis angustifolia was completed via a convergent route. The effect of MGB on the contractile responses of the isolated guinea-pig ileum induced by acetylcholine was investigated. As a result, it showed a potent relaxation rate (78.66 +/- 4.30% at 100 mg/L) in a concentration-dependent manner on longitudinal smooth muscle contraction of isolated guinea-pig ileum induced by 1 mu M acetylcholine. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.040
• 作为产物：
  描述：

  (E)-3-methyl-4-[2-(2-methylprop-1-enyl)-1,3-dithian-2-yl]but-2-en-1-ol 、 N-(p-hydroxyphenethyl)-3-(methylsulfonyl)propenamide 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以61%的产率得到(E)-N-methyl-N-[2-[4-[(E)-3-methyl-4-[2-(2-methylprop-1-enyl)-1,3-dithian-2-yl]but-2-enoxy]phenyl]ethyl]-3-methylsulfonylprop-2-enamide
  参考文献：
  名称：

  Total synthesis and biological evaluation of methylgerambullone

  摘要：

  First total synthesis of methylgerambullone (MGB, 1) isolated from Glycosmis angustifolia was completed via a convergent route. The effect of MGB on the contractile responses of the isolated guinea-pig ileum induced by acetylcholine was investigated. As a result, it showed a potent relaxation rate (78.66 +/- 4.30% at 100 mg/L) in a concentration-dependent manner on longitudinal smooth muscle contraction of isolated guinea-pig ileum induced by 1 mu M acetylcholine. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.040