(4R,5S)-4-Benzyloxy-5-methyl-hept-6-en-1-ol | 756834-67-0

• 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: (4R,5S)-4-Benzyloxy-5-methyl-hept-6-en-1-ol
• CAS: 756834-67-0
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: XGSQMRNGBHWVHT-DZGCQCFKSA-N

物化性质

• 沸点：
  336.1±37.0 °C(Predicted)
• 密度：
  0.986±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.17
• 重原子数：
  17.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 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：

  (4R,5S)-4-Benzyloxy-5-methyl-hept-6-en-1-ol 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯 为溶剂， 反应 32.5h， 生成 2-((6Z,9E)-(4R,5S,12R,15S)-4,12,16-Tris-benzyloxy-5,15-dimethyl-8-oxo-hexadeca-6,9-dienyl)-isoindole-1,3-dione
  参考文献：
  名称：

  Synthesis of Bistramide A

  摘要：

  We have developed an efficient and highly stereocontrolled synthesis of bistramide A, a selective activator of protein kinase C isotype delta. Our synthetic strategy featured a novel bidirectional approach for spiroketal construction based on the ring-opening/cross-metathesis sequence employing a highly strained cyclopropenone acetal. The synthesis afforded the final target with the longest linear sequence of 15 steps and provided unambiguous structural determination of bistramide A, including assignment of the previously unknown C(37) stereochemistry.

  DOI：

  10.1021/ja046588h
• 作为产物：
  描述：

  tert-butyl-dimethyl-[(4R,5S)-5-methyl-4-phenylmethoxyhept-6-enoxy]silane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 (4R,5S)-4-Benzyloxy-5-methyl-hept-6-en-1-ol
  参考文献：
  名称：

  Synthesis of Bistramide A

  摘要：

  We have developed an efficient and highly stereocontrolled synthesis of bistramide A, a selective activator of protein kinase C isotype delta. Our synthetic strategy featured a novel bidirectional approach for spiroketal construction based on the ring-opening/cross-metathesis sequence employing a highly strained cyclopropenone acetal. The synthesis afforded the final target with the longest linear sequence of 15 steps and provided unambiguous structural determination of bistramide A, including assignment of the previously unknown C(37) stereochemistry.

  DOI：

  10.1021/ja046588h