1,2-O-cyclohexylidene-5-deoxy-5-C-(heptyl)-α-D-xylofuranose | 1218926-82-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-O-cyclohexylidene-5-deoxy-5-C-(heptyl)-α-D-xylofuranose
• 英文别名: (3aR,5R,6S,6aR)-5-octylspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-6-ol
• CAS: 1218926-82-9
• 化学式: C₁₈H₃₂O₄
• 分子量: 312.45
• InChiKey: QIYYNMGOVYOLCM-YYIAUSFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-O-cyclohexylidene-5-deoxy-5-C-(heptyl)-α-D-xylofuranose 、 氯化苄 在 sodium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 以62%的产率得到1,2-O-cyclohexylidene-3-O-benzyl-5-deoxy-5-C-(heptyl)-α-D-xylofuranose
  参考文献：
  名称：

  From d-xylose to terminal polyols: a simple synthetic route

  摘要：

  A simple and efficient synthetic approach toward different terminal alkyl tetraols and triols, starting from D-xylose, is described. The opening of the oxetane ring in a suitably protected 3,5-anhydro-D-xylose derivative with Grignard reagents leads to D-Xylose-derived 5-deoxy-5-C-alkyl derivatives, which are suitable for reduction to terminal polyols after protecting group hydrolysis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.12.006
• 作为产物：
  描述：

  1-溴代庚烷 、 3,5-anhydro-1,2-O-cyclohexylidene-α-D-xylofuranose 在 碘 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 1,2-O-cyclohexylidene-5-deoxy-5-C-(heptyl)-α-D-xylofuranose
  参考文献：
  名称：

  From d-xylose to terminal polyols: a simple synthetic route

  摘要：

  A simple and efficient synthetic approach toward different terminal alkyl tetraols and triols, starting from D-xylose, is described. The opening of the oxetane ring in a suitably protected 3,5-anhydro-D-xylose derivative with Grignard reagents leads to D-Xylose-derived 5-deoxy-5-C-alkyl derivatives, which are suitable for reduction to terminal polyols after protecting group hydrolysis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.12.006

文献信息

• From d-xylose to terminal polyols: a simple synthetic route
  作者：Pavle Hadzic、Mirjana Popsavin

  DOI：10.1016/j.carres.2009.12.006

  日期：2010.2

  A simple and efficient synthetic approach toward different terminal alkyl tetraols and triols, starting from D-xylose, is described. The opening of the oxetane ring in a suitably protected 3,5-anhydro-D-xylose derivative with Grignard reagents leads to D-Xylose-derived 5-deoxy-5-C-alkyl derivatives, which are suitable for reduction to terminal polyols after protecting group hydrolysis. (C) 2009 Elsevier Ltd. All rights reserved.