(1S,6R,8S)-8-[4-(4-Methoxy-benzyloxy)-butyl]-3,3-dimethyl-2,9,10-trioxa-1-phospha-bicyclo[4.3.1]dec-4-ene 1-oxide | 887143-94-4

• 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: (1S,6R,8S)-8-[4-(4-Methoxy-benzyloxy)-butyl]-3,3-dimethyl-2,9,10-trioxa-1-phospha-bicyclo[4.3.1]dec-4-ene 1-oxide
• 英文别名: (1R,6R,8S)-8-[4-[(4-methoxyphenyl)methoxy]butyl]-3,3-dimethyl-2,9,10-trioxa-1lambda5-phosphabicyclo[4.3.1]dec-4-ene 1-oxide；(1R,6R,8S)-8-[4-[(4-methoxyphenyl)methoxy]butyl]-3,3-dimethyl-2,9,10-trioxa-1λ5-phosphabicyclo[4.3.1]dec-4-ene 1-oxide
• CAS: 887143-94-4
• 化学式: C₂₀H₂₉O₆P
• 分子量: 396.42
• InChiKey: UDHUXBRSCDXCIN-RWYJCYHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1S,6R,8S)-8-[4-(4-Methoxy-benzyloxy)-butyl]-3,3-dimethyl-2,9,10-trioxa-1-phospha-bicyclo[4.3.1]dec-4-ene 1-oxide 在 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.5h， 生成 (4R,6S)-4-((S)-1,3-Dimethyl-but-2-enyl)-2-methoxy-6-[4-(4-methoxy-benzyloxy)-butyl]-[1,3,2]dioxaphosphinane 2-oxide
  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-chloro-4,6-bis(ethenyl)-1,3,2lambda5-dioxaphosphinane 2-oxide 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 Hoveyda-Grubbs catalyst second generation 正丁基锂 、 氢气 、 4-甲基苯磺酸吡啶 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 20.0~37.0 ℃ 、2.07 MPa 条件下， 反应 48.0h， 生成 (1S,6R,8S)-8-[4-(4-Methoxy-benzyloxy)-butyl]-3,3-dimethyl-2,9,10-trioxa-1-phospha-bicyclo[4.3.1]dec-4-ene 1-oxide
  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

文献信息

• Temporary Phosphate Tethers:  A Metathesis Strategy to Differentiated Polyol Subunits
  作者：Joshua D. Waetzig、Paul R. Hanson

  DOI：10.1021/ol0602809

  日期：2006.4.1

  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.