(1S,3S,4R,6R)-4,6-Bis-methoxymethoxy-cyclohexane-1,2,3,5-tetraol | 178885-14-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,3S,4R,6R)-4,6-Bis-methoxymethoxy-cyclohexane-1,2,3,5-tetraol
• CAS: 178885-14-8
• 化学式: C₁₀H₂₀O₈
• 分子量: 268.264
• InChiKey: OXSFKAJYEFRINY-KZZCMQFTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.58
• 重原子数：
  18.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  117.84
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  二乙基亚磷酰氯 、 (1S,3S,4R,6R)-4,6-Bis-methoxymethoxy-cyclohexane-1,2,3,5-tetraol 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 Phosphorous acid diethyl ester (2S,3R,5R,6S)-3,4,5-tris-(diethoxy-phosphanyloxy)-2,6-bis-methoxymethoxy-cyclohexyl ester
  参考文献：
  名称：

  Synthesis of L-chiro-inositol-1,2,3-trisphosphate and -1,2,3,5-tetrakisphosphate by ferrier reaction of methyl α-D-mannopyranoside

  摘要：

  The Ferrier rearrangement of a methyl alpha-D-mannopyranoside derivative (8a), followed by a stereoselective reduction gave a L-chiro-inositol derivative (2), which was converted to L-chiro-inositol 1,2,3-trisphosphate (3) and L-chiro-inositol 1,2,3,5-tetrakisphosphate (4). Compounds 3 and 4 may be considered to be the C3-position stereoisomers of D-myo-inositol 1,2,6-trisphosphate (alpha-trinositol) and D-myo-inositol 1,3,4,5-tetrakisphosphate, respectively, and should be useful for the binding studies with their macromolecular counterparts. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00252-1
• 作为产物：
  描述：

  Benzoic acid (2S,3S,4S,5S,6S)-2-formyl-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester 在 sodium methylate 、 sodium acetate 、 mercury(II) trifluoroacetate 、 三乙酰氧基硼氢化钠 、 potassium carbonate 、 sodium chloride 作用下， 以 甲醇 、 水 、 溶剂黄146 、 丙酮 、 乙腈 为溶剂， 反应 8.0h， 生成 (1S,3S,4R,6R)-4,6-Bis-methoxymethoxy-cyclohexane-1,2,3,5-tetraol
  参考文献：
  名称：

  Synthesis of L-chiro-inositol-1,2,3-trisphosphate and -1,2,3,5-tetrakisphosphate by ferrier reaction of methyl α-D-mannopyranoside

  摘要：

  The Ferrier rearrangement of a methyl alpha-D-mannopyranoside derivative (8a), followed by a stereoselective reduction gave a L-chiro-inositol derivative (2), which was converted to L-chiro-inositol 1,2,3-trisphosphate (3) and L-chiro-inositol 1,2,3,5-tetrakisphosphate (4). Compounds 3 and 4 may be considered to be the C3-position stereoisomers of D-myo-inositol 1,2,6-trisphosphate (alpha-trinositol) and D-myo-inositol 1,3,4,5-tetrakisphosphate, respectively, and should be useful for the binding studies with their macromolecular counterparts. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00252-1