(4R,5S,6R)-5-(propoxy)oct-7-en-1-yn-4,6-diol | 1178556-31-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4R,5S,6R)-5-(propoxy)oct-7-en-1-yn-4,6-diol
• CAS: 1178556-31-4
• 化学式: C₁₁H₁₈O₃
• 分子量: 198.262
• InChiKey: YLGKEUZMKNDWTQ-GMTAPVOTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.71
• 重原子数：
  14.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  49.69
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (4R,5S,6R)-5-(propoxy)oct-7-en-1-yn-4,6-diol 、 叔丁基二甲硅基三氟甲磺酸酯 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以90%的产率得到(3R,4S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-4-(propoxy)oct-1-en-7-yne
  参考文献：
  名称：

  Synthesis of 2α-propoxy-1α,25-dihydroxyvitamin D3 and comparison of its metabolism by human CYP24A1 and rat CYP24A1

  摘要：

  A new vitamin D-3 analogue, 2 alpha-propoxy-1 alpha, 25-dihydroxyvitamin D-3 (C3O1), was synthesized starting from D-glucose as a chiral template of the A-ring with a CD-ring bromoolefin unit using the Trost coupling method. We studied the metabolism of the new analogue by human CYP24A1 and rat CYP24A1 to learn of species-based differences and found that the former has multiple metabolic pathways, but the latter has only a single pathway. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.05.032
• 作为产物：
  描述：

  在 甲醇 、 potassium carbonate 作用下， 以74.2 mg的产率得到(4R,5S,6R)-5-(propoxy)oct-7-en-1-yn-4,6-diol
  参考文献：
  名称：

  Synthesis of 2α-propoxy-1α,25-dihydroxyvitamin D3 and comparison of its metabolism by human CYP24A1 and rat CYP24A1

  摘要：

  A new vitamin D-3 analogue, 2 alpha-propoxy-1 alpha, 25-dihydroxyvitamin D-3 (C3O1), was synthesized starting from D-glucose as a chiral template of the A-ring with a CD-ring bromoolefin unit using the Trost coupling method. We studied the metabolism of the new analogue by human CYP24A1 and rat CYP24A1 to learn of species-based differences and found that the former has multiple metabolic pathways, but the latter has only a single pathway. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.05.032