β-Ionyl-triphenylphosphoniumhydroxyd | 105480-73-7

• 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: β-Ionyl-triphenylphosphoniumhydroxyd
• 英文别名: (β-ionyl)triphenylphosphonium bromide；[4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-yl]triphenylphosphonium bromide；triphenyl-[4-(2,6,6-trimethylcyclohexen-1-yl)but-3-en-2-yl]phosphanium;bromide
• CAS: 105480-73-7
• 化学式: Br*C₃₁H₃₆P
• 分子量: 519.505
• InChiKey: ZBTZAEBLEIPEDH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  4.46
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,5-dimethyl-6-oxohexa-2,4-dienenitrile 、 β-Ionyl-triphenylphosphoniumhydroxyd 在 1,2-环氧丁烷 作用下， 反应 60.0h， 生成 、 11-methylretinonitrile
  参考文献：
  名称：

  Efficient preparation of 9-Z-11-methylretinal and 11-Z-11-methylretinal

  摘要：

  [2-(beta-Ionylidene)propyl]triphenylphosphonium bromide is reacted with 3-methyl-4-oxobut-2-enenitrile in refluxing 1,2-epoxybutane to give a mixture of 11-Z- and all-E-11-methylretinal via DIBAL-H reduction. In an analogous fashion, beta-ionyl triphenylphosphonium bromide is reacted with 3,5-dimethyl-6-oxohexa-2,4-dienenitrile in 1,2-epoxybutane followed by subsequent DIBAL-H reduction to afford a mixture of new products consisting of 9-Z-11-methylretinal, its all-E isomer and 1-(2',6',6'-trimethylcyclohex-2'-en-1'-yl)-6-(buten-2 ''-al-3 ''-yl)-3,5-dimethylcyclohexa-1,3-diene. These molecules were obtained in pure form by HPLC. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.144
• 作为产物：
  描述：

  4,6,8-大柱三烯 、 三苯基膦氢溴酸盐 以 乙腈 为溶剂， 生成 β-Ionyl-triphenylphosphoniumhydroxyd
  参考文献：
  名称：

  Pommer,H., Angewandte Chemie, 1960, vol. 72, p. 811 - 819

  摘要：

  DOI：

文献信息

• Polyene compounds useful in the treatment of allergic responses
  申请人：USV Pharmaceutical Corp.

  公开号：US04605675A1

  公开（公告）日：1986-08-12

  Polyene compounds represented by the formula ##STR1## in which R is H or an alkyl group of from 1 to 5 carbon atoms, R.sub.1 is H, lower alkyl of from 1 to 8 carbon atoms or aralkyl, and the pharmaceutically acceptable salts thereof. The foregoing compounds have been found active in regulating phospholipases and as such possess therapeutic value in the treatment of inflammatory conditions.

  公式为##STR1##的聚烯烃化合物，其中R为H或由1至5个碳原子的烷基，R.sub.1为H、由1至8个碳原子的低烷基或芳基烷基，以及其药学上可接受的盐。已发现上述化合物在调节磷脂酶方面具有活性，因此在治疗炎症情况方面具有治疗价值。
• Pommer,H., Angewandte Chemie, 1960, vol. 72, p. 811 - 819
  作者：Pommer,H.

  DOI：——

  日期：——
• Efficient preparation of 9-Z-11-methylretinal and 11-Z-11-methylretinal
  作者：Prativa B.S. Dawadi、Michiel A. Verhoeven、Johan Lugtenburg

  DOI：10.1016/j.tetlet.2010.11.144

  日期：2011.2

  [2-(beta-Ionylidene)propyl]triphenylphosphonium bromide is reacted with 3-methyl-4-oxobut-2-enenitrile in refluxing 1,2-epoxybutane to give a mixture of 11-Z- and all-E-11-methylretinal via DIBAL-H reduction. In an analogous fashion, beta-ionyl triphenylphosphonium bromide is reacted with 3,5-dimethyl-6-oxohexa-2,4-dienenitrile in 1,2-epoxybutane followed by subsequent DIBAL-H reduction to afford a mixture of new products consisting of 9-Z-11-methylretinal, its all-E isomer and 1-(2',6',6'-trimethylcyclohex-2'-en-1'-yl)-6-(buten-2 ''-al-3 ''-yl)-3,5-dimethylcyclohexa-1,3-diene. These molecules were obtained in pure form by HPLC. (C) 2010 Elsevier Ltd. All rights reserved.