(3,3-diethoxypropyl)triphenylphosphonium bromide | 84572-99-6

• 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: (3,3-diethoxypropyl)triphenylphosphonium bromide
• 英文别名: (3,3-Diethoxypropyl)(triphenyl)phosphanium bromide；3,3-diethoxypropyl(triphenyl)phosphanium;bromide
• CAS: 84572-99-6
• 化学式: Br*C₂₅H₃₀O₂P
• 分子量: 473.39
• InChiKey: XGCXXHYGQUDDMG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.77
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-氧代戊酸甲酯 、 (3,3-diethoxypropyl)triphenylphosphonium bromide 在 正丁基锂 作用下， 生成
  参考文献：
  名称：

  刚性花生四烯酸类似物的合成

  摘要：

  描述了通过桥接7-和10-或10-和13-双烯丙基位置而被刚性化的八个花生四烯酸类似物的合成。

  DOI：

  10.1016/s0040-4039(00)97798-0

文献信息

• Synthesis of (9Z,12E)- and (9E,12Z)-[1-14C]linoleic acid and (5Z,8Z,11Z,14E)-[1-14C]arachidonic ácid
  作者：Olivier Berdeaux、Jean-Michel Vatèle、Thierry Eynard、Mohammed Nour、Didier Poullain、Jean-Pierre Noël、Jean-Louis Sébédio

  DOI：10.1016/0009-3084(95)02486-3

  日期：1995.10

  (3Z,6E)-1-Bromododeca-3,6-diene, a common intermediate in the synthesis of labelled 12t linoleic acid and 14t arachidonic acid, was obtained from (E)-3-nonyl-1-ol, in four steps, via conventional functional manipulations. Cross-coupling of this bromododecadiene with the Grignard reagent of 1-chloro-5-(tetrahydropyranyloxy)pentane gave a C17 dienic ether which was further transformed in three steps to 12t-[1-C-14]linoleic acid in 22% overall field from 3-nonyl-1-ol (eight steps). The synthesis of 14t arachidonic acid involves a Wittig reaction between (Z)-7-(t-butyldiphenylsilyloxy)hept-3-enal and the ylide of (3Z,6E)-dodeca-3,6-dienyl-triphenylphosphonium bromide. The resulting C19 tetraenic ether was transformed in three steps to 14t[1-C-14]arachidonic acid (isomeric and radiochemical purities > 99%). 9t Linoleic acid was obtained by a stepwise six-carbon elongation chain of both ends of (E)-6-(2-tetrahydropyranyloxy)-hex-3-enyltriphenylphosphonium salt in 20% overall yield.

  (3Z,6E)-1-溴十八碳-3,6-二烯是一种在标记的12t亚油酸和14t花生四烯酸合成中的常见中间体。它通过四种传统的官能团操作步骤，由（E）-3-壬基-1-醇制得。将此溴代十八碳-3,6-二烯与1-氯-5-(四氢吡喃氧基)-戊烷的伯格曼试剂进行交叉偶联反应，得到了一个C17的二烯醚。进一步经过三个步骤的转化，最终在从3-壬基-1-醇出发的总体路线中，于第八步得到了12t-[1- C-14]亚油酸，其总产率为22%。14t花生四烯酸的合成涉及（Z）-7-（t-丁基二苯基硅氧基）-7-烯丙基甲醛与（3Z,6E）-十八碳-3,6-二烯基三苯基溴化膦的叶利德之间的维蒂希反应。所得的C19四烯醚经过三个步骤的转化，最终得到了14t[1-C-14]花生四烯酸，其异构体和放射化学纯度均大于99%。9t亚油酸则通过逐步对（E）-6-(2-四氢吡喃氧基)-6-烯基-三苯基磷盐的两端进行六碳链的延伸，最终以20%的整体产率获得。
• [EN] UNSATURATED FATTY ACIDS AND THEIR USES IN THERAPY<br/>[FR] ACIDES GRAS INSATURES ET UTILISATIONS THERAPEUTIQUES
  申请人：COMMW SCIENT IND RES ORG

  公开号：WO2001046115A1

  公开（公告）日：2001-06-28

  This invention relates to a method for the treatment or prevention of coronary heart disease including the step of administering a polyunsaturated fatty acid or derivative thereof, said polyunsaturated fatty acid including: a linear chain of 18 carbon atoms, and two or more double bonds in the linear chain, wherein said polyunsaturated fatty acid is an n-1, n-2, n-3, n-4 or n-5 fatty acid, but excluding 183n-3 (Δ9,12,15) .
• Synthesis of rigidified arachidonic acid analogues
  作者：A. Stoller、C. Mioskowski、J. Millet、C. Sepulchre、F. Bellamy

  DOI：10.1016/s0040-4039(00)97798-0

  日期：1990.1

  The synthesis of eight arachidonic acid analogues, rigidified by bridging the 7- and 10- or the 10-and 13- bis-allylic positions, is described.

  描述了通过桥接7-和10-或10-和13-双烯丙基位置而被刚性化的八个花生四烯酸类似物的合成。