3-(2-tetrahydropyranyloxy)-propylphosphonium iodide | 52103-13-6

• 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-(2-tetrahydropyranyloxy)-propylphosphonium iodide
• 英文别名: 3-iodo-1-propanol tetrahydropyranyl ether triphenylphosphonium salt；3-(tetrahydropyranyloxy)propyltriphenylphosphonium iodide；{3-[(Oxan-2-yl)oxy]propyl}(triphenyl)phosphanium iodide；3-(oxan-2-yloxy)propyl-triphenylphosphanium;iodide
• CAS: 52103-13-6
• 化学式: C₂₆H₃₀O₂P*I
• 分子量: 532.401
• InChiKey: IEKCWXCLAGPMIL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.92
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  (E)-己-3-烯醛 、 3-(2-tetrahydropyranyloxy)-propylphosphonium iodide 在 正丁基锂 作用下， 生成 (3Z,6E)-1-(2-tetrahydropyranyloxy)-nona-3,6-diene
  参考文献：
  名称：

  Synthesis of (9Z,12Z,15E)- and (9E,12Z,15Z)-octadecatrienoic acids and their [1-14C]-radiolabelled analogs

  摘要：

  In order to study the effect of the double bonds geometry of linolenic acid (18:3 n-3) on its biological activities, (9Z,12Z,15E)- and (9E,12Z,15Z)-octadecatrienoic acids, found in many refined vegetable oils, were made by total synthesis. Synthesis of 18:3 Delta 9c, 12c, 15t involves a Wittig reaction between 3-(2-tetrahydropyranyloxy)-propylphosphonium salt and (E)-3-hexenal which gave (3Z,6E)-1-(2-tetrahydropyranyloxy)-nonadiene in 66% yield. The transformation of the ether function to a phosphonium salt, followed by a Wittig reaction with 8-(t-butyldimethylsilyloxy)-octanal afforded a C17 trienic ether. A one-carbon homologation of its corresponding bromide with potassium cyanide followed by hydrolysis in basic medium furnished 18:3 Delta 9c, 12c, 15t in high isomeric purity and high radiochemical purity for its [1-C-14]-labelled analog. In the synthesis of 18:3 Delta 9t, 12c, 15c, a Wittig reaction between (E)-6-(2-tetrahydropyranyloxy)-hex-3-enylphosphonium salt, obtained in three steps from 6-(2-tetrahydropyranyloxy)-hex-3-yn-l-ol and (Z)-3-hexenal afforded a C12 (E,Z,Z)-trienic ether. After a six-carbon homologation of this ether, in three steps, the resulting nitrile was hydrolyzed to (9E,12Z, 15Z)-octadecatrienoic acid (99% purity) (99% radiochemical purity of its [1-C-14]-labelled analog).

  DOI：

  10.1016/0009-3084(94)90058-2
• 作为产物：
  描述：

  1-iodo-3-(tetrahydropyran-2-yloxy)propane 、 三苯基膦 在 氮 、 乙腈 、 四磷十氧化物 作用下， 以 苯 为溶剂， 反应 44.0h， 以to give 32.8 g of the title B compound的产率得到3-(2-tetrahydropyranyloxy)-propylphosphonium iodide
  参考文献：
  名称：

  7-Oxabicyclo(2.2.1)heptane hydroxamic acid derivatives useful as

  摘要：

  公开了具有一般式##STR1##的7-氧杂双环[2.2.1]庚烷羟肟酸衍生物，其中R.sub.1是氢、低碳基、芳基、芳基烷基或烯基；R.sub.2是氢、低碳基、烷酰基或芳酰基；R.sub.3是低碳基、烯基或炔基；A是--CH.sub.2 --CH.dbd.CH--或单键；n是从0到9的整数，但当A是单键时，n是从1到9的整数；并包括所有立体异构体和药学上可接受的盐。发现这些新化合物同时抑制花生四烯酸酶环氧化酶和5-脂氧合酶，因此可用作抗炎、抗哮喘和抗银屑病药物。

  公开号：

  US04672075A1

文献信息

• Synthetic studies on diterpenes from a termite soldier: Total synthesis of (±)-biflora-4,10(19),15-triene
  作者：Paul A. Grieco、Ravi P. Nargund

  DOI：10.1016/s0040-4039(00)85070-4

  日期：1986.1

  The total synthesis of (±)-biflora-4,10(19),15-triene is detailed which features a Diels-Alder strategy for elaboration of the four contiguous stereocenters at C(1), C(6), C(7), and C(11).

  详细描述了（±）-biflora-4,10（19），15-三烯的总合成，该合成具有Diels-Alder策略，用于阐述C（1），C（6），C（7）的四个连续立体中心）和C（11）。
• Sex pheromone of the white peach scale: highly stereoselective synthesis of the stereoisomers of pentagonol propionate
  作者：R. R. Heath、R. E. Doolittle、P. E. Sonnet、J. H. Tumlinson

  DOI：10.1021/jo01302a032

  日期：1980.7
• US4672075A
  申请人：——

  公开号：US4672075A

  公开（公告）日：1987-06-09
• US4673685A
  申请人：——

  公开号：US4673685A

  公开（公告）日：1987-06-16
• [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) .