Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{3-[2-(2,3-dihydro-benzofuran-5-yl)-ethyl]-1-methyl-1H-indol-4-yloxy}-tetrahydro-pyran-3-yl ester | 938064-93-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{3-[2-(2,3-dihydro-benzofuran-5-yl)-ethyl]-1-methyl-1H-indol-4-yloxy}-tetrahydro-pyran-3-yl ester
• CAS: 938064-93-8
• 化学式: C₃₃H₃₇NO₁₁
• 分子量: 623.657
• InChiKey: YCGASVXTTLRJGE-STWUNAAISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  45.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  137.82
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{3-[2-(2,3-dihydro-benzofuran-5-yl)-ethyl]-1-methyl-1H-indol-4-yloxy}-tetrahydro-pyran-3-yl ester 在 甲醇 、 potassium carbonate 作用下， 生成 (2S,3R,4S,5S,6R)-2-{3-[2-(2,3-Dihydro-benzofuran-5-yl)-ethyl]-1-methyl-1H-indol-4-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
  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：

  在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， -78.0~20.0 ℃ 、103.42 kPa 条件下， 反应 24.0h， 生成 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{3-[2-(2,3-dihydro-benzofuran-5-yl)-ethyl]-1-methyl-1H-indol-4-yloxy}-tetrahydro-pyran-3-yl ester
  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