(1R,3R,6R,10S)-10-hydroxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-8-ene | 142789-89-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: (1R,3R,6R,10S)-10-hydroxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-8-ene
• 英文别名: (4aR,8R,8aR)-2-phenyl-4a,5,8,8a-tetrahydro-4H-1,3-benzodioxin-8-ol
• CAS: 142789-89-7
• 化学式: C₁₄H₁₆O₃
• 分子量: 232.279
• InChiKey: PLDBIRFFJXYSAT-ZHZAVPAVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,3R,6R,10S)-10-hydroxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-8-ene 在 calcium sulfate 、 氰化汞 、 溶剂黄146 作用下， 以 苯 为溶剂， 反应 23.0h， 生成 1L-(1,3/2)-3-hydroxymethyl-1-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-5-cyclohexene-1,2-diol
  参考文献：
  名称：

  Synthesis of 2-O-(2-acetamido-2-deoxy-β-spD- glucopyranosyl)-5a-carba-α-spD-mannopyranose, and 5a-carba-2O- and 3,6-di-O-(α-d-mannopyranosyl)- α-spD-mannopyranoses

  摘要：

  Protected derivatives of the title carba-trisaccharide 1, and carba-disaccharides 4 and 6 have been synthesised by conventional glycosylation of the precursors 8, 9, or 22 of 5a-carba-alpha-D-mannopyranose with sugar halides. These are carba-sugar analogues of the oligosaccharide chains frequently occurring as structural units in biologically important glycoconjugates, and could be utilised as the building blocks for construction of higher carba-oligosaccharides of biological interest.

  DOI：

  10.1016/s0008-6215(00)90484-1

文献信息

• Synthesis of 2-O-(2-acetamido-2-deoxy-β-spD- glucopyranosyl)-5a-carba-α-spD-mannopyranose, and 5a-carba-2O- and 3,6-di-O-(α-d-mannopyranosyl)- α-spD-mannopyranoses
  作者：Seiichiro Ogawa、Kenji Nishi

  DOI：10.1016/s0008-6215(00)90484-1

  日期：1992.5

  Protected derivatives of the title carba-trisaccharide 1, and carba-disaccharides 4 and 6 have been synthesised by conventional glycosylation of the precursors 8, 9, or 22 of 5a-carba-alpha-D-mannopyranose with sugar halides. These are carba-sugar analogues of the oligosaccharide chains frequently occurring as structural units in biologically important glycoconjugates, and could be utilised as the building blocks for construction of higher carba-oligosaccharides of biological interest.