allyl 3-[hydroxy(phenyl)phosphinoyl]propionate | 191105-72-3

• 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: allyl 3-[hydroxy(phenyl)phosphinoyl]propionate
• 英文别名: (3-Oxo-3-prop-2-enoxypropyl)-phenylphosphinic acid
• CAS: 191105-72-3
• 化学式: C₁₂H₁₅O₄P
• 分子量: 254.222
• InChiKey: OZYWXGGKLOENQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙烯酸烯丙酯 、 苯膦酸 在 咪唑 、 三甲基氯硅烷 作用下， 以 二氯甲烷 为溶剂， 以97%的产率得到allyl 3-[hydroxy(phenyl)phosphinoyl]propionate
  参考文献：
  名称：

  A Modular Rearrangement Approach toward Medicinally Relevant Phosphinic Structures

  摘要：

  An unprecedented coupling of a P-C and a C-C bond-forming event in a practical operation was developed to access medicinally relevant phosphinic structures. The strategy relies on an Ireland-Claisen rearrangement triggered by the phospha-Michael addition of silyl phosphonites to allyl acrylates. This protocol was extended to a more versatile three-component variant that utilizes phosphinic acids, acryloyl chlorides, and allylic alcohols as starting materials.

  DOI：

  10.1021/ol902004p

文献信息

• Phosphorus-containing mixtures, a process for their preparation and their use
  申请人：Bauer Harald

  公开号：US20070221893A1

  公开（公告）日：2007-09-27

  The invention relates to phosphorus-containing mixtures containing compounds of the formula RO—PO(A)-CH 2 —CH 2 —CO 2 H and   (I) HO—PO(A)-CH 2 —CH 2 —CO 2 R   (II) in which A is C 1 -C 18 -alkyl, C 6 -C 18 -alkylaryl, C 6 -C 18 -aralkyl or aryl, R is (D,E)C═C(B, R 5 ), H B, D, E are identical or different and are each H or C 1 -C 18 -alkyl R 5 is C 1 -C 20 -alkylene, a process for their preparation and their use.
• US7655715B2
  申请人：——

  公开号：US7655715B2

  公开（公告）日：2010-02-02
• A Modular Rearrangement Approach toward Medicinally Relevant Phosphinic Structures
  作者：Vassilis Rogakos、Dimitris Georgiadis、Vincent Dive、Athanasios Yiotakis

  DOI：10.1021/ol902004p

  日期：2009.10.15

  An unprecedented coupling of a P-C and a C-C bond-forming event in a practical operation was developed to access medicinally relevant phosphinic structures. The strategy relies on an Ireland-Claisen rearrangement triggered by the phospha-Michael addition of silyl phosphonites to allyl acrylates. This protocol was extended to a more versatile three-component variant that utilizes phosphinic acids, acryloyl chlorides, and allylic alcohols as starting materials.