1-(tert-butoxycarbonylamino)-7-benzoxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-ol | 1257872-32-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(tert-butoxycarbonylamino)-7-benzoxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-ol
• 英文别名: benzyl N-[6-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonylamino]-6,7,8,9-tetrahydro-5H-benzo[7]annulen-7-yl]carbamate
• CAS: 1257872-32-4
• 化学式: C₂₄H₃₀N₂O₅
• 分子量: 426.513
• InChiKey: VNMBXAYJAHLVHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  96.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(tert-butoxycarbonylamino)-7-benzoxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-ol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以92%的产率得到1-(tert-butoxycarbonylamino)-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one
  参考文献：
  名称：

  Iodine(III)-mediated ring expansion: an efficient and green pathway in the synthesis of a key precursor for the design of aminopeptidase (APN or CD13) inhibitors

  摘要：

  Iodine(III)-mediated ring expansion of a methylidenebenzocyclohexane derivative into the corresponding benzosuberone was used as a key reaction for the obtention of an important precursor for the design of aminopeptidase (APN or CD13) inhibitors. It represents the first application of this environmentally friendly rearrangement to medicinal chemistry. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.005
• 作为产物：
  描述：

  、 氯甲酸苄酯 在 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 生成 1-(tert-butoxycarbonylamino)-7-benzoxycarbonylamino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-ol
  参考文献：
  名称：

  Iodine(III)-mediated ring expansion: an efficient and green pathway in the synthesis of a key precursor for the design of aminopeptidase (APN or CD13) inhibitors

  摘要：

  Iodine(III)-mediated ring expansion of a methylidenebenzocyclohexane derivative into the corresponding benzosuberone was used as a key reaction for the obtention of an important precursor for the design of aminopeptidase (APN or CD13) inhibitors. It represents the first application of this environmentally friendly rearrangement to medicinal chemistry. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.005

文献信息

• Iodine(III)-mediated ring expansion: an efficient and green pathway in the synthesis of a key precursor for the design of aminopeptidase (APN or CD13) inhibitors
  作者：Lionel Roux、Cédric Charrier、Albert Defoin、Philippe Bisseret、Céline Tarnus

  DOI：10.1016/j.tet.2010.09.005

  日期：2010.11

  Iodine(III)-mediated ring expansion of a methylidenebenzocyclohexane derivative into the corresponding benzosuberone was used as a key reaction for the obtention of an important precursor for the design of aminopeptidase (APN or CD13) inhibitors. It represents the first application of this environmentally friendly rearrangement to medicinal chemistry. (C) 2010 Elsevier Ltd. All rights reserved.