1-(methoxymethyl)-3,3-bis(propionyloxymethyl)-2-oxindole | 356793-46-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-(methoxymethyl)-3,3-bis(propionyloxymethyl)-2-oxindole
• 英文别名: [1-(Methoxymethyl)-2-oxo-3-(propanoyloxymethyl)indol-3-yl]methyl propanoate；[1-(methoxymethyl)-2-oxo-3-(propanoyloxymethyl)indol-3-yl]methyl propanoate
• CAS: 356793-46-9
• 化学式: C₁₈H₂₃NO₆
• 分子量: 349.384
• InChiKey: VUAPMIAOGQNPER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(methoxymethyl)-3,3-bis(propionyloxymethyl)-2-oxindole 在 吡啶 、 cholinesterase 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 120.0h， 生成 3,3-bis(benzoyloxymethyl)-1-(methoxymethyl)-2-oxindole
  参考文献：
  名称：

  Introduction of a quaternary stereogenic center to oxindole using cholinesterase-catalyzed asymmetric hydrolysis

  摘要：

  Prochiral diesters bearing an oxindole skeleton were efficiently prepared from oxindole. Cholinesterase-catalyzed hydrolysis of prochiral dipropionate afforded an optically active monoalcohol of 95% e.e. The obtained monoalcohol might find use as a versatile intermediate in the enantioselective synthesis of indole alkaloids. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00138-0
• 作为产物：
  描述：

  1-(甲氧基甲基)二氢吲哚-2-酮 在 吡啶 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.17h， 生成 1-(methoxymethyl)-3,3-bis(propionyloxymethyl)-2-oxindole
  参考文献：
  名称：

  Introduction of a quaternary stereogenic center to oxindole using cholinesterase-catalyzed asymmetric hydrolysis

  摘要：

  Prochiral diesters bearing an oxindole skeleton were efficiently prepared from oxindole. Cholinesterase-catalyzed hydrolysis of prochiral dipropionate afforded an optically active monoalcohol of 95% e.e. The obtained monoalcohol might find use as a versatile intermediate in the enantioselective synthesis of indole alkaloids. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00138-0

文献信息

• Introduction of a quaternary stereogenic center to oxindole using cholinesterase-catalyzed asymmetric hydrolysis
  作者：Koichi Nakazawa、Masaki Hayashi、Masakazu Tanaka、Mariko Aso、Hiroshi Suemune

  DOI：10.1016/s0957-4166(01)00138-0

  日期：2001.4

  Prochiral diesters bearing an oxindole skeleton were efficiently prepared from oxindole. Cholinesterase-catalyzed hydrolysis of prochiral dipropionate afforded an optically active monoalcohol of 95% e.e. The obtained monoalcohol might find use as a versatile intermediate in the enantioselective synthesis of indole alkaloids. (C) 2001 Elsevier Science Ltd. All rights reserved.