diethyl(3-methyl-3-p-tolyl-cyclopent-1-en-1-yl)phosphoric triester | 246039-74-7

• 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: diethyl(3-methyl-3-p-tolyl-cyclopent-1-en-1-yl)phosphoric triester
• 英文别名: Diethyl [3-methyl-3-(4-methylphenyl)cyclopenten-1-yl] phosphate
• CAS: 246039-74-7
• 化学式: C₁₇H₂₅O₄P
• 分子量: 324.357
• InChiKey: GVWGVJZHLFRFIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl(3-methyl-3-p-tolyl-cyclopent-1-en-1-yl)phosphoric triester 在 bis(acetylacetonate)nickel(II) 、 4 A molecular sieve 、 二甲基氯化铝 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 (+)-(2S,3R)-2-hydroxymethyl-3-methyl-1-methylidene-3-p-tolyl-cyclopentane
  参考文献：
  名称：

  Enantiospecific total synthesis of both enantiomers of laurene by a chemical diastereoselection/lipase-catalyzed kinetic resolution sequence

  摘要：

  A short and efficient enantiospecific total synthesis of natural (+)-laurene and its enantiomer is described. The methodology was developed by employing a stereoselective H-ene reaction of an isocyclic allyltrimethylsilane with paraformaldehyde, followed by a lipase-mediated kinetic resolution of the racemic key intermediate. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00195-0
• 作为产物：
  描述：

  3-甲基-2-环戊烯-1-酮 、 氯磷酸二乙酯 、 对甲苯基溴化镁 在 六甲基磷酰三胺 、 copper(I) bromide dimethylsulfide complex 作用下， 生成 diethyl(3-methyl-3-p-tolyl-cyclopent-1-en-1-yl)phosphoric triester
  参考文献：
  名称：

  Enantiospecific total synthesis of both enantiomers of laurene by a chemical diastereoselection/lipase-catalyzed kinetic resolution sequence

  摘要：

  A short and efficient enantiospecific total synthesis of natural (+)-laurene and its enantiomer is described. The methodology was developed by employing a stereoselective H-ene reaction of an isocyclic allyltrimethylsilane with paraformaldehyde, followed by a lipase-mediated kinetic resolution of the racemic key intermediate. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00195-0

文献信息

• Enantiospecific total synthesis of both enantiomers of laurene by a chemical diastereoselection/lipase-catalyzed kinetic resolution sequence
  作者：Gilles Laval、Gérard Audran、Sylvie Sanchez、Honoré Monti

  DOI：10.1016/s0957-4166(99)00195-0

  日期：1999.5

  A short and efficient enantiospecific total synthesis of natural (+)-laurene and its enantiomer is described. The methodology was developed by employing a stereoselective H-ene reaction of an isocyclic allyltrimethylsilane with paraformaldehyde, followed by a lipase-mediated kinetic resolution of the racemic key intermediate. (C) 1999 Elsevier Science Ltd. All rights reserved.