(+/-)-1-cyanoindan-1-yl methoxylacetate | 1335545-29-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (+/-)-1-cyanoindan-1-yl methoxylacetate
• CAS: 1335545-29-3
• 化学式: C₁₃H₁₃NO₃
• 分子量: 231.251
• InChiKey: QQWYRCNHUWRYEC-UHFFFAOYSA-N

物化性质

• 熔点：
  58-60 °C
• 沸点：
  398.5±42.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  59.32
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (+/-)-1-cyanoindan-1-yl methoxylacetate 在 immobilized Pseudomonas cepacia lipase 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 336.0h， 生成 (R)-2,3-dihydro-1-hydroxy-1H-indene-1-carbonitrile 、 (R)-1-cyanoindan-1-yl methoxyacetate 、 (S)-1-cyanoindan-1-yl methoxyacetate
  参考文献：
  名称：

  Lipase catalyzed resolution of the quaternary stereogenic center in ketone-derived benzo-fused cyclic cyanohydrins

  摘要：

  The enantioselective preparation of both enantiomers of the benzo-fused cyanohydrin derived from alpha-tetralone via lipase catalyzed processes is described. The (S)-enantiomer has been obtained as the remaining substrate in the CAL-A catalyzed aminolysis of the methoxyacetylated derivative, using a structurally related amine as the nucleophile. The (R)-enantiomer has been obtained as the product of CAL-A or PSL-C catalyzed hydrolysis of the methoxyacetylated derivative in organic solvents. The resolutions of several structural analogs of this cyanohydrin have been also tested under similar conditions. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.07.004
• 作为产物：
  描述：

  1-茚酮 在 吡啶 、 盐酸 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 61.0h， 生成 (+/-)-1-cyanoindan-1-yl methoxylacetate
  参考文献：
  名称：

  Lipase catalyzed resolution of the quaternary stereogenic center in ketone-derived benzo-fused cyclic cyanohydrins

  摘要：

  The enantioselective preparation of both enantiomers of the benzo-fused cyanohydrin derived from alpha-tetralone via lipase catalyzed processes is described. The (S)-enantiomer has been obtained as the remaining substrate in the CAL-A catalyzed aminolysis of the methoxyacetylated derivative, using a structurally related amine as the nucleophile. The (R)-enantiomer has been obtained as the product of CAL-A or PSL-C catalyzed hydrolysis of the methoxyacetylated derivative in organic solvents. The resolutions of several structural analogs of this cyanohydrin have been also tested under similar conditions. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.07.004