(5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide | 1357160-46-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide
• 英文别名: tert-butyl (5S,7R,8R,9S,10R)-2,2-dioxo-8,9,10-tris(phenylmethoxy)-7-(phenylmethoxymethyl)-6-oxa-2lambda6-thia-1,3-diazaspiro[4.5]decane-1-carboxylate；tert-butyl (5S,7R,8R,9S,10R)-2,2-dioxo-8,9,10-tris(phenylmethoxy)-7-(phenylmethoxymethyl)-6-oxa-2λ6-thia-1,3-diazaspiro[4.5]decane-1-carboxylate
• CAS: 1357160-46-3
• 化学式: C₄₀H₄₆N₂O₉S
• 分子量: 730.879
• InChiKey: AUJUWHSVMVXRDR-OORFJYBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  52
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  130
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  3,4,5,7-tetra-O-benzyl-α-D-gluco-hept-2-ulopyranose 在 4-二甲氨基吡啶 、 ammonium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 20.0~100.0 ℃ 、413.7 kPa 条件下， 反应 41.5h， 生成 (5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide
  参考文献：
  名称：

  Synthesis of N-aryl spiro-sulfamides as potential glycogen phosphorylase inhibitors

  摘要：

  A new C-glucosylated spiro-sulfamide has been prepared and evaluated toward glycogen phosphorylase inhibition. The synthesis was carried out successfully by nucleophilic displacement of 1-O-tosyl or 1-deoxy-1-iodo-alpha-D-gluco-hept-2-ulopyranose tetra-O-benzylated derivative using aryl amines. followed by the formation of the corresponding cyclic sulfamide. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.049

文献信息

• Synthesis of N-aryl spiro-sulfamides as potential glycogen phosphorylase inhibitors
  作者：Tony Tite、Loic Tomas、Tibor Docsa、Pal Gergely、José Kovensky、David Gueyrard、Anne Wadouachi

  DOI：10.1016/j.tetlet.2011.12.049

  日期：2012.2

  A new C-glucosylated spiro-sulfamide has been prepared and evaluated toward glycogen phosphorylase inhibition. The synthesis was carried out successfully by nucleophilic displacement of 1-O-tosyl or 1-deoxy-1-iodo-alpha-D-gluco-hept-2-ulopyranose tetra-O-benzylated derivative using aryl amines. followed by the formation of the corresponding cyclic sulfamide. (C) 2011 Elsevier Ltd. All rights reserved.