[(2R,3S,4R,5R,6R)-3-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-pyridin-4-yl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-6-[(3-acetamido-4-chlorophenyl)methoxy]-4,5-dihydroxyoxan-2-yl]methyl benzoate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4R,5R,6R)-3-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-pyridin-4-yl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-6-[(3-acetamido-4-chlorophenyl)methoxy]-4,5-dihydroxyoxan-2-yl]methyl benzoate
• 化学式: C₃₄H₃₇ClN₂O₁₃
• 分子量: 717.126
• InChiKey: VSXUVMKQOMZCFP-HDWSCIHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  50
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  205
• 氢给体数：
  5
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  4-氯-3-硝基苯甲醇 在 2,3,5-三甲基吡啶 、 甲醇 、 硫酸 、 sodium methylate 、 氰化汞 、 三乙胺 、 mercury dibromide 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 29.5h， 生成 [(2R,3S,4R,5R,6R)-3-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-pyridin-4-yl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-6-[(3-acetamido-4-chlorophenyl)methoxy]-4,5-dihydroxyoxan-2-yl]methyl benzoate
  参考文献：
  名称：

  Stability studies of C-4′,6′ acetal benzylmaltosides synthesized as inhibitors of smooth muscle cell proliferation

  摘要：

  In our investigations to synthesize inhibitors of smooth muscle cell (SMC) proliferation, compound 6a displayed sub-micromolar activity in in vitro antiproliferative assays and reduced intimal thickening using a rat balloon angioplasty model via iv administration. In order to identify analogs that could be administered orally, the chemical instability of the C-4',6' acetal of compound 6a was addressed. Several novel variants with increased acid stability and comparable in vitro activity were prepared. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.049

文献信息

• Stability studies of C-4′,6′ acetal benzylmaltosides synthesized as inhibitors of smooth muscle cell proliferation
  作者：Scott C. Mayer、William Gallaway、John Kulishoff、Maisheng Yin、Vidya Gadamasetti、Robert Mitchell

  DOI：10.1016/j.bmcl.2004.03.049

  日期：2004.6

  In our investigations to synthesize inhibitors of smooth muscle cell (SMC) proliferation, compound 6a displayed sub-micromolar activity in in vitro antiproliferative assays and reduced intimal thickening using a rat balloon angioplasty model via iv administration. In order to identify analogs that could be administered orally, the chemical instability of the C-4',6' acetal of compound 6a was addressed. Several novel variants with increased acid stability and comparable in vitro activity were prepared. (C) 2004 Elsevier Ltd. All rights reserved.