6-bromo-5-methoxyacetamidoindan-3-one | 501131-87-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 6-bromo-5-methoxyacetamidoindan-3-one
• 英文别名: N-(6-Bromo-3-oxo-2,3-dihydro-1H-inden-5-yl)-2-methoxyacetamide；N-(6-bromo-3-oxo-1,2-dihydroinden-5-yl)-2-methoxyacetamide
• CAS: 501131-87-9
• 化学式: C₁₂H₁₂BrNO₃
• 分子量: 298.136
• InChiKey: UTAMKMUQUVTDFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-氨基茚旦 在 吡啶 、 chromium(VI) oxide 、 溴 、 溶剂黄146 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.25h， 生成 6-bromo-5-methoxyacetamidoindan-3-one
  参考文献：
  名称：

  Cyclopenta[g]quinazolinone-based inhibitors of thymidylate synthase targeting α-folate receptor overexpressing tumours: synthetic approaches to 4-{N-[(6RS)-2-hydroxymethyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoic acid

  摘要：

  An advanced intermediate for the synthesis of cyclopenta[g]quinazolinone-based antifolates such as (6RS)-CB300945 was prepared by a convergent methodology. The oxo-functionality required for the formation of the C-6-N-10 bond in 4 was introduced in the initial steps of the synthesis, then the tricyclic ring was constructed and finally the propargyl group was introduced using the (propargyl)CO2(CO)(6)(+) complex without the need to protect the N-3-H or 2-hydroxymethyl functionalities. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.11.092

文献信息

• US7250511B2
  申请人：——

  公开号：US7250511B2

  公开（公告）日：2007-07-31
• Cyclopenta[g]quinazolinone-based inhibitors of thymidylate synthase targeting α-folate receptor overexpressing tumours: synthetic approaches to 4-{N-[(6RS)-2-hydroxymethyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoic acid
  作者：Vassilios Bavetsias、Elisa A. Henderson、Edward McDonald

  DOI：10.1016/j.tet.2006.11.092

  日期：2007.2

  An advanced intermediate for the synthesis of cyclopenta[g]quinazolinone-based antifolates such as (6RS)-CB300945 was prepared by a convergent methodology. The oxo-functionality required for the formation of the C-6-N-10 bond in 4 was introduced in the initial steps of the synthesis, then the tricyclic ring was constructed and finally the propargyl group was introduced using the (propargyl)CO2(CO)(6)(+) complex without the need to protect the N-3-H or 2-hydroxymethyl functionalities. (c) 2006 Elsevier Ltd. All rights reserved.