2-(benzyloxy)tridec-12-en-1-ol | 1430812-69-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(benzyloxy)tridec-12-en-1-ol
• CAS: 1430812-69-3
• 化学式: C₂₀H₃₂O₂
• 分子量: 304.473
• InChiKey: VZOPIMYXZHUKSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.26
• 重原子数：
  22.0
• 可旋转键数：
  14.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(benzyloxy)tridec-12-en-1-ol 在 三叔丁基膦 、 三氟甲磺酸酐 、 palladium on activated charcoal 、 BSP 、 氢气 作用下， 以 甲醇 、 二氯甲烷 、 叔丁醇 为溶剂， 生成
  参考文献：
  名称：

  Total synthesis of virgineone aglycone and stereochemical assignment of natural virgineone

  摘要：

  The first total synthesis of virgineone aglycone has been achieved employing the tandem O-acylationmigration reaction and the olefin cross-metathesis as key steps for fragment couplings. The left-hand segment of virgineone was also synthesized. The absolute configuration of the reported virgineone aglycone was determined to be (2S,7RS,26S) based on NMR analyses and the specific rotation values of the synthetic compounds. The absolute configuration of the natural virgineone was presumed to be (2S,7S,26S) based on NMR analyses of the synthetic virgineone aglycone. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.006
• 作为产物：
  描述：

  9,10-dihydroxydecyl 4-methylbenzenesulfonate 在 copper(l) iodide 、 camphor-10-sulfonic acid 、 二异丁基氢化铝 、 sodium iodide 作用下， 以 四氢呋喃 、 丙酮 、 甲苯 、 乙腈 为溶剂， 生成 2-(benzyloxy)tridec-12-en-1-ol
  参考文献：
  名称：

  Total synthesis of virgineone aglycone and stereochemical assignment of natural virgineone

  摘要：

  The first total synthesis of virgineone aglycone has been achieved employing the tandem O-acylationmigration reaction and the olefin cross-metathesis as key steps for fragment couplings. The left-hand segment of virgineone was also synthesized. The absolute configuration of the reported virgineone aglycone was determined to be (2S,7RS,26S) based on NMR analyses and the specific rotation values of the synthetic compounds. The absolute configuration of the natural virgineone was presumed to be (2S,7S,26S) based on NMR analyses of the synthetic virgineone aglycone. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.006