3-(3-oxocyclobutyl)propyl acetate | 1485295-95-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-(3-oxocyclobutyl)propyl acetate
• 英文别名: 3-(3-Oxocyclobutyl)propyl acetate
• CAS: 1485295-95-1
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: IEJCRNZFWVMKEL-UHFFFAOYSA-N

物化性质

• 沸点：
  243.0±13.0 °C(predicted)
• 密度：
  1.076±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3-oxocyclobutyl)propyl acetate 在 吡啶 、 甲醇 、 4-二甲氨基吡啶 、 potassium carbonate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 9.5h， 生成 3-[(1α,2aα,7aα,7bα)-2a-[(trifluoroacetyl)amino]-2,2a,7a,7b-tetrahydro-7a-methoxy-1H-cyclobut[b]indol-1-yl]propyl 5-(dimethylamino)naphthalene-1-sulfonate
  参考文献：
  名称：

  Michael Addition–Aromatization Reaction of Dienylimines Bearing a Leaving Group and Its Application to the Preparation of Thiol-Selective Labeling Reagents Capable of Forming Strong Carbon–Sulfur Bonds

  摘要：

  The reaction of a dienylimine with thiols was found to proceed smoothly to afford the corresponding indolines bearing aromatic carbon-sulfur bonds as a result of a Michael addition-aromatization sequence. Furthermore, this reaction was applied to the development of fluorogenic dienylimines that could be used as thiol-selective fluorescent labeling reagents.

  DOI：

  10.1021/jo402002k

文献信息

• Michael Addition–Aromatization Reaction of Dienylimines Bearing a Leaving Group and Its Application to the Preparation of Thiol-Selective Labeling Reagents Capable of Forming Strong Carbon–Sulfur Bonds
  作者：Tetsuya Miyoshi、Yuka Aoki、Yumina Uno、Mina Araki、Takahiro Kamatani、Daichi Fujii、Yoshinori Fujita、Norihiko Takeda、Masafumi Ueda、Hiroshi Kitagawa、Noriaki Emoto、Takahiro Mukai、Masafumi Tanaka、Okiko Miyata

  DOI：10.1021/jo402002k

  日期：2013.11.15

  The reaction of a dienylimine with thiols was found to proceed smoothly to afford the corresponding indolines bearing aromatic carbon-sulfur bonds as a result of a Michael addition-aromatization sequence. Furthermore, this reaction was applied to the development of fluorogenic dienylimines that could be used as thiol-selective fluorescent labeling reagents.