2-(1-Acetyl-6-bromoindol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid | 460717-82-2

• 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: 2-(1-Acetyl-6-bromoindol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid
• CAS: 460717-82-2
• 化学式: C₁₇H₁₉BrN₂O₅
• 分子量: 411.252
• InChiKey: AJXKBQMMFPGIGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  97.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(1-Acetyl-6-bromoindol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid 在 甲酸 、 硼烷四氢呋喃络合物 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 124.0h， 生成 dragmacidin B
  参考文献：
  名称：

  Syntheses of bis(indolyl)-piperazine alkaloids, dragmacidin B and C, and dihydrohamacanthin A

  摘要：

  The syntheses of trans- and cis-isomers of dragmacidin C and 3,4-dihydrohamacanthin A, and dragmacidin B have been accomplished by condensation of two indolylglycines followed by cyclization and reduction. The relative stereochemistry of dragmacidin C was confirmed to be cis, which is distinct from that of other dragmacidins. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00771-2
• 作为产物：
  描述：

  Prop-2-enyl 2-(1-acetyl-6-bromoindol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate 在 RhCl(PPh₃)3 作用下， 以 乙醇 、 水 为溶剂， 以74%的产率得到2-(1-Acetyl-6-bromoindol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid
  参考文献：
  名称：

  Syntheses of bis(indolyl)-piperazine alkaloids, dragmacidin B and C, and dihydrohamacanthin A

  摘要：

  The syntheses of trans- and cis-isomers of dragmacidin C and 3,4-dihydrohamacanthin A, and dragmacidin B have been accomplished by condensation of two indolylglycines followed by cyclization and reduction. The relative stereochemistry of dragmacidin C was confirmed to be cis, which is distinct from that of other dragmacidins. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00771-2

文献信息

• Syntheses of bis(indolyl)-piperazine alkaloids, dragmacidin B and C, and dihydrohamacanthin A
  作者：Tomomi Kawasaki、Kohsuke Ohno、Hidetaka Enoki、Yasuko Umemoto、Masanori Sakamoto

  DOI：10.1016/s0040-4039(02)00771-2

  日期：2002.6

  The syntheses of trans- and cis-isomers of dragmacidin C and 3,4-dihydrohamacanthin A, and dragmacidin B have been accomplished by condensation of two indolylglycines followed by cyclization and reduction. The relative stereochemistry of dragmacidin C was confirmed to be cis, which is distinct from that of other dragmacidins. (C) 2002 Elsevier Science Ltd. All rights reserved.