(1RS,7SR,8SR,10RS)-8,10-bis(hydroxymethyl)-4,4-dimethyl-3,5-dioxabicyclo[5.3.0]decane | 333380-84-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (1RS,7SR,8SR,10RS)-8,10-bis(hydroxymethyl)-4,4-dimethyl-3,5-dioxabicyclo[5.3.0]decane
• 英文别名: [(5aS,6S,8R,8aR)-6-(hydroxymethyl)-3,3-dimethyl-5,5a,6,7,8,8a-hexahydro-1H-cyclopenta[e][1,3]dioxepin-8-yl]methanol
• CAS: 333380-84-0
• 化学式: C₁₂H₂₂O₄
• 分子量: 230.304
• InChiKey: NUXKVEKQVZVXEI-CKIJPRSSSA-N

物化性质

• 熔点：
  150 °C
• 沸点：
  353.2±12.0 °C(Predicted)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.62
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  58.92
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1RS,7SR,8SR,10RS)-8,10-bis(hydroxymethyl)-4,4-dimethyl-3,5-dioxabicyclo[5.3.0]decane 在 吡啶 、 Amberlite IR-120(H) 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 生成 (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis(((tolyl-4-sylfonyl)oxy)methyl)cyclopentane
  参考文献：
  名称：

  A New Tetratertiary Phosphine Ligand and Its Use in Pd-Catalyzed Allylic Substitution

  摘要：

  A new tetraphosphine, the cis-cis-cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane(Tedicyp) 1 has been synthesized, characterized, and used in Pd-catalyzed allylic substitutions. The Tedicyp was easily prepared in seven steps from the commercially available himic anhydride. The structure of the complex Tedicyp-borane was determined by X-ray analysis. The tetraphosphine in combination with [Pd(eta (3)-C3H5)Cl](2) affords a very efficient catalyst for allylic substitution of several allylic acetates. Under mild conditions, very high turnover numbers and turnover frequencies have been obtained.

  DOI：

  10.1021/jo001146j
• 作为产物：
  描述：

  (1RS,2SR,8RS,9SR)-5,5-dimethyl-4,6-dioxatricyclo[7.2.1.0^2,8]dodec-10-ene 在 臭氧 、 sodium tetrahydroborate 作用下， 以 二氯甲烷 、 乙醇 为溶剂， 以88%的产率得到(1RS,7SR,8SR,10RS)-8,10-bis(hydroxymethyl)-4,4-dimethyl-3,5-dioxabicyclo[5.3.0]decane
  参考文献：
  名称：

  A New Tetratertiary Phosphine Ligand and Its Use in Pd-Catalyzed Allylic Substitution

  摘要：

  A new tetraphosphine, the cis-cis-cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane(Tedicyp) 1 has been synthesized, characterized, and used in Pd-catalyzed allylic substitutions. The Tedicyp was easily prepared in seven steps from the commercially available himic anhydride. The structure of the complex Tedicyp-borane was determined by X-ray analysis. The tetraphosphine in combination with [Pd(eta (3)-C3H5)Cl](2) affords a very efficient catalyst for allylic substitution of several allylic acetates. Under mild conditions, very high turnover numbers and turnover frequencies have been obtained.

  DOI：

  10.1021/jo001146j