(5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-N-(2-naphthalenyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide | 1357160-50-9

• 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)-N-(2-naphthalenyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide
• 英文别名: (5S,7R,8R,9S,10R)-3-naphthalen-2-yl-8,9,10-tris(phenylmethoxy)-7-(phenylmethoxymethyl)-6-oxa-2lambda6-thia-1,3-diazaspiro[4.5]decane 2,2-dioxide；(5S,7R,8R,9S,10R)-3-naphthalen-2-yl-8,9,10-tris(phenylmethoxy)-7-(phenylmethoxymethyl)-6-oxa-2λ6-thia-1,3-diazaspiro[4.5]decane 2,2-dioxide
• CAS: 1357160-50-9
• 化学式: C₄₅H₄₄N₂O₇S
• 分子量: 756.92
• InChiKey: PPCRIPINLMKVSE-NUFGPDMYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  55
• 可旋转键数：
  14
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-N-(2-naphthalenyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide 在 盐酸 、 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 水 为溶剂， 50.0 ℃ 、1.1 MPa 条件下， 以75%的产率得到(5S,7R,8R,9S,10R)-8,9,10-trihydroxy-7-(hydroxymethyl)-3-(5,6,7,8-tetrahydronaphthalen-2-yl)amino-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
• 作为产物：
  描述：

  tert-butyl (5S,7R,8R,9S,10R)-3-naphthalen-2-yl-2,2-dioxo-8,9,10-tris(phenylmethoxy)-7-(phenylmethoxymethyl)-6-oxa-2lambda6-thia-1,3-diazaspiro[4.5]decane-1-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以94%的产率得到(5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-N-(2-naphthalenyl)-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