(+/-)-2-acetoxy-2-ethyl-indanone | 615574-93-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (+/-)-2-acetoxy-2-ethyl-indanone
• 英文别名: 2-ethyl-1-oxoindan-2-yl acetate；2-Ethyl-1-oxo-2,3-dihydro-1H-inden-2-yl acetate；(2-ethyl-3-oxo-1H-inden-2-yl) acetate
• CAS: 615574-93-1
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: UQIPKFRGCIWJKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  (+/-)-2-acetoxy-2-ethyl-indanone 在 phosphate buffer 、 磷脂酶B 作用下， 以 二甲基亚砜 为溶剂， 反应 85.0h， 生成 (2S)-2-ethyl-2-hydroxy-3H-inden-1-one 、 (2R)-2-ethyl-2-hydroxy-3H-inden-1-one 、 (R)-(+)-2-acetoxy-2-ethyl-indanone 、 (S)-(-)-2-acetoxy-2-ethyl-indanone
  参考文献：
  名称：

  The first enzymatic resolution of quaternary α-acetoxy α-substituted cyclic ketones

  摘要：

  The enantioselective resolution of quaternary alpha-acetoxy alpha-substituted indanone and 1-tetralone derivatives was performed with commercially available enzyme CRL in pH = 8.0 phosphate buffer. Various parameters that would affect the enantoselectivities were tested, and the optimal enzymatic resolution condition was found to afford the enantiomerically enriched quaternary acetoxylated substrates with high ees (varied between 81% and 85%). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.04.012
• 作为产物：
  描述：

  2-乙基-1-茚酮 、 manganese triacetate 以 苯 为溶剂， 反应 18.0h， 以30%的产率得到(+/-)-2-acetoxy-2-ethyl-indanone
  参考文献：
  名称：

  乙酸锰（III）氧化环状α，β-不饱和酮上的α'-取代基

  摘要：

  描述了用乙酸锰（III）选择性氧化各种2-环戊烯酮，2-环己烯酮和芳族酮衍生物上的叔α'-位置。

  DOI：

  10.1016/s0040-4020(03)01094-9

文献信息

• Manganese(III) acetate based oxidation of substituted α′-position on cyclic α,β-unsaturated ketones
  作者：Cihangir Tanyeli、Çigdem Iyigün

  DOI：10.1016/s0040-4020(03)01094-9

  日期：2003.9

  Selective oxidation of the tertiary α′-position on various 2-cyclopentenone, 2-cyclohexenone and aromatic ketone derivatives with manganese(III) acetate is described.

  描述了用乙酸锰（III）选择性氧化各种2-环戊烯酮，2-环己烯酮和芳族酮衍生物上的叔α'-位置。
• The first enzymatic resolution of quaternary α-acetoxy α-substituted cyclic ketones
  作者：Cihangir Tanyeli、İdris M. Akhmedov、Çiğdem İyigün

  DOI：10.1016/j.tetasy.2006.04.012

  日期：2006.4

  The enantioselective resolution of quaternary alpha-acetoxy alpha-substituted indanone and 1-tetralone derivatives was performed with commercially available enzyme CRL in pH = 8.0 phosphate buffer. Various parameters that would affect the enantoselectivities were tested, and the optimal enzymatic resolution condition was found to afford the enantiomerically enriched quaternary acetoxylated substrates with high ees (varied between 81% and 85%). (c) 2006 Elsevier Ltd. All rights reserved.