3-hexyl-1-[(4-methoxyphenyl)methyl]-3H-indol-2-one | 1019995-82-4

• 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: 3-hexyl-1-[(4-methoxyphenyl)methyl]-3H-indol-2-one
• CAS: 1019995-82-4
• 化学式: C₂₂H₂₇NO₂
• 分子量: 337.462
• InChiKey: UKUSWYBXQCKRAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-hexyl-1-[(4-methoxyphenyl)methyl]-3H-indol-2-one 在 氢氧化钾 、 N-(9-anthracenylmethyl)cinchonidinium chloride 、 水 、 氧气 、 亚磷酸三乙酯 、 盐酸 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以100%的产率得到3-hexyl-3-hydroxy-1-(4-methoxybenzyl)-1,3-dihydroindol-2-one
  参考文献：
  名称：

  Catalytic Asymmetric Hydroxylation of Oxindoles by Molecular Oxygen Using a Phase-Transfer Catalyst

  摘要：

  The highly enantioselective catalytic hydroxylation of 3-substituted oxindoles was achieved by using a phase-transfer catalyst with molecular oxygen as an oxidant. The product then was converted to an optically active compound 8, which was a synthetic precursor of alkaloid CPC-1.

  DOI：

  10.1021/ol800260r
• 作为产物：
  描述：

  1-(4-methoxybenzyl)indolin-2-one 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.08h， 生成 3-hexyl-1-[(4-methoxyphenyl)methyl]-3H-indol-2-one
  参考文献：
  名称：

  Catalytic Asymmetric Hydroxylation of Oxindoles by Molecular Oxygen Using a Phase-Transfer Catalyst

  摘要：

  The highly enantioselective catalytic hydroxylation of 3-substituted oxindoles was achieved by using a phase-transfer catalyst with molecular oxygen as an oxidant. The product then was converted to an optically active compound 8, which was a synthetic precursor of alkaloid CPC-1.

  DOI：

  10.1021/ol800260r

文献信息

• Phase-Transfer Catalyzed Sulfenylation of 3-Substituted-2-oxindoles
  作者：Takashi Itoh、Kazuhiro Nagata、Daisuke Sano、Osamu Aoyama、Takuya Kanemitsu、Michiko Miyazaki、Yuki Odanaka、Ayano Machida

  DOI：10.3987/com-16-13414

  日期：——

  Optically active 3-sulfenyl-2-oxindoles were synthesized by a asymmetric substitution with a chiral phase-transfer catalyst. The reaction was suggested to proceed in a radical mechanism.
• Catalytic Asymmetric Hydroxylation of Oxindoles by Molecular Oxygen Using a Phase-Transfer Catalyst
  作者：Daisuke Sano、Kazuhiro Nagata、Takashi Itoh

  DOI：10.1021/ol800260r

  日期：2008.4.1

  The highly enantioselective catalytic hydroxylation of 3-substituted oxindoles was achieved by using a phase-transfer catalyst with molecular oxygen as an oxidant. The product then was converted to an optically active compound 8, which was a synthetic precursor of alkaloid CPC-1.