3,4-O-isopropylidene-7-O-tert-butyldiphenylsilyl-D-ribohex-2-ulofuranose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4-O-isopropylidene-7-O-tert-butyldiphenylsilyl-D-ribohex-2-ulofuranose
• 英文别名: (3aR,6R,6aR)-6-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-(hydroxymethyl)-2,2-dimethyl-6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-ol
• 化学式: C₂₅H₃₄O₆Si
• 分子量: 458.627
• InChiKey: HRNITNVHRVHNNQ-AEGADVIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.16
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  伯吉斯试剂 、 3,4-O-isopropylidene-7-O-tert-butyldiphenylsilyl-D-ribohex-2-ulofuranose 以 四氢呋喃 为溶剂， 以35%的产率得到(5S,7R,8S,9S)-8,9-dimethylmethylenedioxy-7-tert-butyldiphenylsilyloxymethyl-3,6-dioxa-1-methoxycarbonyl-2-thia-1-aza-spiro[4.4]nonane-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.