1-benzyl-3-hydroxy-3-(1-hydroxy-2-oxopropyl)indolin-2-one

• 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-benzyl-3-hydroxy-3-(1-hydroxy-2-oxopropyl)indolin-2-one
• 英文别名: (3S)-1-benzyl-3-hydroxy-3-[(1S)-1-hydroxy-2-oxopropyl]indol-2-one
• 化学式: C₁₈H₁₇NO₄
• 分子量: 311.337
• InChiKey: HUXBXMPNEGPSEC-AEFFLSMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  77.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-苄基-1H-吲哚-2,3-二酮 、 羟基丙酮 在 N-Boc-L-缬氨酸 、 C₁₅H₁₄F₂N₂O 作用下， 以 甲基叔丁基醚 为溶剂， 以70%的产率得到
  参考文献：
  名称：

  Asymmetric aldol reaction using a very simple primary amine catalyst: divergent stereoselectivity by using 2,6-difluorophenyl moiety

  摘要：

  Asymmetric aldol reactions of aliphatic ketones or aldehydes with aromatic aldehydes or isatins were catalyzed by a very simple and flexible N-(2,6-difluorophenyl)-L-valinamide. Interestingly, stereochemical course of the reaction of hydroxyacetones or alpha-branched aliphatic aldehydes as aldol donors was different from that of cycloalkanones. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.02.059

文献信息

• Asymmetric aldol reaction using a very simple primary amine catalyst: divergent stereoselectivity by using 2,6-difluorophenyl moiety
  作者：Yuya Tanimura、Kenji Yasunaga、Kaori Ishimaru

  DOI：10.1016/j.tet.2014.02.059

  日期：2014.4

  Asymmetric aldol reactions of aliphatic ketones or aldehydes with aromatic aldehydes or isatins were catalyzed by a very simple and flexible N-(2,6-difluorophenyl)-L-valinamide. Interestingly, stereochemical course of the reaction of hydroxyacetones or alpha-branched aliphatic aldehydes as aldol donors was different from that of cycloalkanones. (C) 2014 Elsevier Ltd. All rights reserved.