(E)-(R)-1-Benzyloxy-4-((1R,6R,8R)-1-oxo-2,9,10-trioxa-1λ5-phospha-bicyclo[4.3.1]dec-4-en-8-yl)-but-3-en-2-ol | 887143-90-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-(R)-1-Benzyloxy-4-((1R,6R,8R)-1-oxo-2,9,10-trioxa-1λ5-phospha-bicyclo[4.3.1]dec-4-en-8-yl)-but-3-en-2-ol
• CAS: 887143-90-0
• 化学式: C₁₇H₂₁O₆P
• 分子量: 352.324
• InChiKey: WABKBJXATURYHL-USWBLONCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.99
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  74.22
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (E)-(R)-1-Benzyloxy-4-((1R,6R,8R)-1-oxo-2,9,10-trioxa-1λ5-phospha-bicyclo[4.3.1]dec-4-en-8-yl)-but-3-en-2-ol 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到(2Z,4R,6R,7E,9R)-10-(benzyloxy)deca-2,7-diene-1,4,6,9-tetraol
  参考文献：
  名称：

  Temporary Phosphate Tethers:  A Metathesis Strategy to Differentiated Polyol Subunits

  摘要：

  Studies probing reactivity and selectivity of cross metathesis (CM) with an exocyclic olefin in a P-chiral bicyclo[4.3.1]phosphate triester are described. Studies have revealed a Type III CM reactivity pattern for the exocyclic olefin within this phosphate triester. This versatile method allows for simple, selective manipulation of a P-chiral building block en route to advanced polyol subunits.

  DOI：

  10.1021/ol0602809
• 作为产物：
  描述：

  (4R,6R)-2-Allyloxy-4,6-divinyl-[1,3,2]dioxaphosphinane 2-oxide 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 Hoveyda-Grubbs catalyst second generation 作用下， 以 二氯甲烷 为溶剂， 生成 (E)-(R)-1-Benzyloxy-4-((1R,6R,8R)-1-oxo-2,9,10-trioxa-1λ5-phospha-bicyclo[4.3.1]dec-4-en-8-yl)-but-3-en-2-ol
  参考文献：
  名称：

  Temporary Phosphate Tethers:  A Metathesis Strategy to Differentiated Polyol Subunits

  摘要：

  Studies probing reactivity and selectivity of cross metathesis (CM) with an exocyclic olefin in a P-chiral bicyclo[4.3.1]phosphate triester are described. Studies have revealed a Type III CM reactivity pattern for the exocyclic olefin within this phosphate triester. This versatile method allows for simple, selective manipulation of a P-chiral building block en route to advanced polyol subunits.

  DOI：

  10.1021/ol0602809