| 1083005-07-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1083005-07-5
• 化学式: C₁₀H₁₈O₆
• 分子量: 234.249
• InChiKey: YXZVVZYIGNNTSX-GRDBIXFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.36
• 重原子数：
  16.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  88.38
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2S,3S,4S)-2-((S)-1,2-dihydroxyethyl)-3,4-dihydroxy-3,4-dihydro-2H-pyrrole 1-oxide 、 以 水 为溶剂， 反应 120.0h， 以72%的产率得到(2S,3aS,4S,5S,6S)-6-[(1S)-1,2-dihydroxyethyl]-2-[[(1R)-1-[(2R,3R,4R,5R)-3,4-dihydroxy-5-methoxyoxolan-2-yl]-2-hydroxyethoxy]methyl]-2,3,3a,4,5,6-hexahydropyrrolo[1,2-b][1,2]oxazole-4,5-diol
  参考文献：
  名称：

  Novel Galf-disaccharide mimics: synthesis by way of 1,3-dipolar cycloaddition reactions in water

  摘要：

  Galactofuranose-disaccharide analogues incorporating a 1,4-dideoxy-1,4-imino-D-galactitol moiety were obtained by 1,3-dipolar cycloadditions of a galacto-configured cyclic nitrone with arabino- or galacto-furanosides carrying a C-vinyl or O-allyl substituent. Remarkably, the cycloadditions could be performed highly efficiently and stereoselectively in water using unprotected nitrone and sugar-derived dipolarophile as reaction partners. The resulting pseudo-disaccharides are analogues of the Galf-Galf motifs found in mycobacterial cell-wall glycans and therefore constitute mimics of the acceptor substrates of mycobacterial Galf-transferases. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.08.006
• 作为产物：
  描述：

  在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以99%的产率得到
  参考文献：
  名称：

  Novel Galf-disaccharide mimics: synthesis by way of 1,3-dipolar cycloaddition reactions in water

  摘要：

  Galactofuranose-disaccharide analogues incorporating a 1,4-dideoxy-1,4-imino-D-galactitol moiety were obtained by 1,3-dipolar cycloadditions of a galacto-configured cyclic nitrone with arabino- or galacto-furanosides carrying a C-vinyl or O-allyl substituent. Remarkably, the cycloadditions could be performed highly efficiently and stereoselectively in water using unprotected nitrone and sugar-derived dipolarophile as reaction partners. The resulting pseudo-disaccharides are analogues of the Galf-Galf motifs found in mycobacterial cell-wall glycans and therefore constitute mimics of the acceptor substrates of mycobacterial Galf-transferases. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.08.006