[(7R,8R)-6-acetyloxy-2-benzyl-8-phenylmethoxy-5-oxa-2-azaspiro[3.4]octan-7-yl] acetate | 897930-38-0

• 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: [(7R,8R)-6-acetyloxy-2-benzyl-8-phenylmethoxy-5-oxa-2-azaspiro[3.4]octan-7-yl] acetate
• CAS: 897930-38-0
• 化学式: C₂₄H₂₇NO₆
• 分子量: 425.481
• InChiKey: SBPCCEDNDIDWIS-WELAQSEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  74.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [(7R,8R)-6-acetyloxy-2-benzyl-8-phenylmethoxy-5-oxa-2-azaspiro[3.4]octan-7-yl] acetate 在 三氟甲磺酸三甲基硅酯 、 potassium carbonate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 7.0h， 生成 1-((6R,7R,8R)-2-Benzyl-8-benzyloxy-7-hydroxy-5-oxa-2-aza-spiro[3.4]oct-6-yl)-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  An easy access to spiroannulated glyco-oxetane, -thietane and -azetane rings: synthesis of spironucleosides

  摘要：

  The key intermediate 11 derived from D-glucose and possessing bis-mesylmethyl (MsO center dot CH2-) functionality at C-4, was used to generate spirocycles 12, 13 and 15 via one-step procedures. The spirocompounds 12 and 13 were subsequently converted into the corresponding spironucleosides 24 and 26 in good yield using Vorbruggen reaction conditions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.175
• 作为产物：
  描述：

  3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-1,2-O-isopropylidene-β-L-threo-pentofuranose 在 水 、 三氟乙酸 作用下， 反应 28.0h， 生成 [(7R,8R)-6-acetyloxy-2-benzyl-8-phenylmethoxy-5-oxa-2-azaspiro[3.4]octan-7-yl] acetate
  参考文献：
  名称：

  An easy access to spiroannulated glyco-oxetane, -thietane and -azetane rings: synthesis of spironucleosides

  摘要：

  The key intermediate 11 derived from D-glucose and possessing bis-mesylmethyl (MsO center dot CH2-) functionality at C-4, was used to generate spirocycles 12, 13 and 15 via one-step procedures. The spirocompounds 12 and 13 were subsequently converted into the corresponding spironucleosides 24 and 26 in good yield using Vorbruggen reaction conditions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.175