tert-butyl (4S)-4-[(Z)-(7-bromo-2-oxo-1H-indol-3-ylidene)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate | 320734-36-9

• 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: tert-butyl (4S)-4-[(Z)-(7-bromo-2-oxo-1H-indol-3-ylidene)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• CAS: 320734-36-9
• 化学式: C₁₉H₂₃BrN₂O₄
• 分子量: 423.307
• InChiKey: MZAZZQCBPZMFMN-KWJWQAOWSA-N

物化性质

• 沸点：
  565.0±50.0 °C(Predicted)
• 密度：
  1.425±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl (4S)-4-[(Z)-(7-bromo-2-oxo-1H-indol-3-ylidene)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 在 吡啶 、 四氧化锇 、 碘 、 碳酸氢钠 作用下， 以 四氢呋喃 为溶剂， 生成 7-溴靛红
  参考文献：
  名称：

  Enantioselective construction of the oxidized tryptophan fragment of proteasome inhibitors TMC-95A and TMC-95B

  摘要：

  The oxidized tryptophan analogue 5, a proposed intermediate for a synthesis of the proteasome inhibitors TMC-95A and TMC-95B, is prepared using the condensation of oxindole 7 with the (R)-Garner aldehyde and stereoselective dihydroxylation of olefin 6 as key steps. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01657-9
• 作为产物：
  描述：

  (R)-(+)-3-Boc-2,2-二甲基恶唑啉-4-甲醛 、 7-溴吲哚酮 在 哌啶 作用下， 以 乙醇 为溶剂， 生成 tert-butyl (4S)-4-[(E)-(7-bromo-2-oxo-1H-indol-3-ylidene)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 、 tert-butyl (4S)-4-[(Z)-(7-bromo-2-oxo-1H-indol-3-ylidene)methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
  参考文献：
  名称：

  Enantioselective construction of the oxidized tryptophan fragment of proteasome inhibitors TMC-95A and TMC-95B

  摘要：

  The oxidized tryptophan analogue 5, a proposed intermediate for a synthesis of the proteasome inhibitors TMC-95A and TMC-95B, is prepared using the condensation of oxindole 7 with the (R)-Garner aldehyde and stereoselective dihydroxylation of olefin 6 as key steps. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01657-9

文献信息

• Enantioselective construction of the oxidized tryptophan fragment of proteasome inhibitors TMC-95A and TMC-95B
  作者：Dawei Ma、Qingquan Wu

  DOI：10.1016/s0040-4039(00)01657-9

  日期：2000.11

  The oxidized tryptophan analogue 5, a proposed intermediate for a synthesis of the proteasome inhibitors TMC-95A and TMC-95B, is prepared using the condensation of oxindole 7 with the (R)-Garner aldehyde and stereoselective dihydroxylation of olefin 6 as key steps. (C) 2000 Elsevier Science Ltd. All rights reserved.