2,6-Di-tert-butyl-4-methylphenyl phospholanate | 133471-43-9

• 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: 2,6-Di-tert-butyl-4-methylphenyl phospholanate
• 英文别名: 1-(2,6-Ditert-butyl-4-methylphenoxy)-1lambda5-phospholane 1-oxide；1-(2,6-ditert-butyl-4-methylphenoxy)-1λ5-phospholane 1-oxide
• CAS: 133471-43-9
• 化学式: C₁₉H₃₁O₂P
• 分子量: 322.428
• InChiKey: YXBHXLZWAHNOCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,4-二溴丁烷 、 2,6-di-tert-butyl-4-methylphenyl phosphorodichloridate 在 碘 magnesium 、 1,2-二溴乙烷 作用下， 生成 2,6-Di-tert-butyl-4-methylphenyl phospholanate
  参考文献：
  名称：

  Preparation, alkylation reactions, and conformational analysis of esters of phospholanic acid. Preparation and reactivity of (2S*,5S*)-1,2,5-tribenzyl-1-oxophospholane

  摘要：

  Optimum conditions for the reaction of 1,4-butanediyldimagnesium dibromide and alkyl phosphorodichloridates are described. The general geometric requirements of the cyclization reaction transition state are discussed. Alkylation reactions of phospholanate esters 2b and 2c are reported. Conformational analysis of various phospholanate esters is discussed in terms of 3J(PC) and 3J(PH) data, NOE experiments, and crystal structures of related phospholane derivatives. trans-2,5-Dibenzyl phosphinate esters 15b and 15c were converted to (2S*,5S*)-1,2,5-tribenzyl-1-oxophospholane 18 by reductive alkylation. Phosphine oxide 18 was shown to participate in an olefination reaction with 4-tert-butylcyclohexanone.

  DOI：

  10.1021/jo00009a039