N-[2-(tert-Butyl-dimethyl-silanyloxy)-6-nitro-phenyl]-2-(4-methoxy-phenyl)-acetamide | 840523-20-8

• 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: N-[2-(tert-Butyl-dimethyl-silanyloxy)-6-nitro-phenyl]-2-(4-methoxy-phenyl)-acetamide
• 英文别名: N-[2-[tert-butyl(dimethyl)silyl]oxy-6-nitrophenyl]-2-(4-methoxyphenyl)acetamide
• CAS: 840523-20-8
• 化学式: C₂₁H₂₈N₂O₅Si
• 分子量: 416.549
• InChiKey: RZFRYWSNXIZZOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.17
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  93.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[2-(tert-Butyl-dimethyl-silanyloxy)-6-nitro-phenyl]-2-(4-methoxy-phenyl)-acetamide 在 palladium on activated charcoal 甲醇 、 硼烷 、 四丁基氟化铵 、 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 丙酮 为溶剂， 反应 24.0h， 生成 1-[2-(4-Methoxy-phenyl)-ethyl]-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1,3-dihydro-benzoimidazol-2-one
  参考文献：
  名称：

  Heteroaryl-O-glucosides as novel sodium glucose co-transporter 2 inhibitors. Part 1

  摘要：

  A series of benzo-fused heteroaryl-O-glucosides was synthesized and evaluated in SGLT1 and 2 cell-based functional assays. Indole-O-glucoside 10a and benzimidazole-O-glucoside 18 exhibited potent in vitro SGLT2 inhibitory activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.067
• 作为产物：
  描述：

  2-氨基-3-硝基苯酚 在 咪唑 作用下， 生成 N-[2-(tert-Butyl-dimethyl-silanyloxy)-6-nitro-phenyl]-2-(4-methoxy-phenyl)-acetamide
  参考文献：
  名称：

  Heteroaryl-O-glucosides as novel sodium glucose co-transporter 2 inhibitors. Part 1

  摘要：

  A series of benzo-fused heteroaryl-O-glucosides was synthesized and evaluated in SGLT1 and 2 cell-based functional assays. Indole-O-glucoside 10a and benzimidazole-O-glucoside 18 exhibited potent in vitro SGLT2 inhibitory activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.067

文献信息

• Heteroaryl-O-glucosides as novel sodium glucose co-transporter 2 inhibitors. Part 1
  作者：Xiaoyan Zhang、Maud Urbanski、Mona Patel、Roxanne E. Zeck、Geoffrey G. Cox、Haiyan Bian、Bruce R. Conway、Mary Pat Beavers、Philip J. Rybczynski、Keith T. Demarest

  DOI：10.1016/j.bmcl.2005.08.067

  日期：2005.12

  A series of benzo-fused heteroaryl-O-glucosides was synthesized and evaluated in SGLT1 and 2 cell-based functional assays. Indole-O-glucoside 10a and benzimidazole-O-glucoside 18 exhibited potent in vitro SGLT2 inhibitory activity. (c) 2005 Elsevier Ltd. All rights reserved.