(5S,7R,8R,9S,10R)-3,6-dioxa-8,9,10-trihydroxy-7-hydroxymethyl-2-thia-1-azaspiro[4.5]decane-2,2-dioxide | 1192412-27-3

• 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)-3,6-dioxa-8,9,10-trihydroxy-7-hydroxymethyl-2-thia-1-azaspiro[4.5]decane-2,2-dioxide
• 英文别名: (5S,7R,8S,9S,10R)-7-(hydroxymethyl)-2,2-dioxo-3,6-dioxa-2lambda6-thia-1-azaspiro[4.5]decane-8,9,10-triol；(5S,7R,8S,9S,10R)-7-(hydroxymethyl)-2,2-dioxo-3,6-dioxa-2λ6-thia-1-azaspiro[4.5]decane-8,9,10-triol
• CAS: 1192412-27-3
• 化学式: C₇H₁₃NO₈S
• 分子量: 271.248
• InChiKey: ZXFKEFQWIOTLGN-ZFYZTMLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  154
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  (5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-benzyloxymethyl-3,6-dioxa-2-thia-1-azaspiro[4.5]decane-2,2-dioxide 在 10% palladium on carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 18.0h， 以100%的产率得到(5S,7R,8R,9S,10R)-3,6-dioxa-8,9,10-trihydroxy-7-hydroxymethyl-2-thia-1-azaspiro[4.5]decane-2,2-dioxide
  参考文献：
  名称：

  Regioselective synthesis and biological evaluation of spiro-sulfamidate glycosides from exo-glycals

  摘要：

  We report the synthesis of spiro-sulfamidate glycosides from exo-glycals. This route is regioselective and furnishes an original class of spiro-hydantoin glycoside analogues. A biological evaluation of this family on a range of glycosidases shows that these compounds are weak but very selective inhibitors of a-glucosidase and amyloglucosidase. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.07.012

文献信息

• Regioselective synthesis and biological evaluation of spiro-sulfamidate glycosides from exo-glycals
  作者：Mahmoud Benltifa、Miklos De Kiss、Maria Isabel Garcia-Moreno、Carmen Ortiz Mellet、David Gueyrard、Anne Wadouachi

  DOI：10.1016/j.tetasy.2009.07.012

  日期：2009.8

  We report the synthesis of spiro-sulfamidate glycosides from exo-glycals. This route is regioselective and furnishes an original class of spiro-hydantoin glycoside analogues. A biological evaluation of this family on a range of glycosidases shows that these compounds are weak but very selective inhibitors of a-glucosidase and amyloglucosidase. (c) 2009 Elsevier Ltd. All rights reserved.