4-丙基-1,6-庚二烯-4-醇 | 52939-61-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-丙基-1,6-庚二烯-4-醇
• 英文名称: 4-hydroxy-4-n-propyl-1,6-heptadiene
• 英文别名: 4-n-propyl-1,6-heptadien-4-ol；4-propyl-hepta-1,6-dien-4-ol；Diallyl-propyl-carbinol；4-Propyl-1,6-heptadien-4-ol；4-propylhepta-1,6-dien-4-ol
• CAS: 52939-61-4
• 化学式: C₁₀H₁₈O
• mdl: MFCD00048189
• 分子量: 154.252
• InChiKey: UPDFVVLBKBYBOG-UHFFFAOYSA-N

物化性质

• 沸点：
  192-194 °C
• 密度：
  0.879 g/cm3(Temp: 0 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2905290000

反应信息

• 作为反应物：
  描述：

  4-丙基-1,6-庚二烯-4-醇 在 potassium permanganate 作用下， 生成 4-propyl-heptane-1,2,4,6,7-pentaol
  参考文献：
  名称：

  Marko, Chemisches Zentralblatt, 1901, vol. 72, # I, p. 997

  摘要：

  DOI：
• 作为产物：
  描述：

  丁酰氯 、 3-氯丙烯 在 三甲基氯硅烷 、 锌 作用下， 以 四氢呋喃 为溶剂， 以66%的产率得到4-丙基-1,6-庚二烯-4-醇
  参考文献：
  名称：

  Metal zinc-promoted gem -bisallylation of acid chlorides with allyl chlorides in the presence of chlorotrimethylsilane

  摘要：

  Treatment of acid chlorides (2) with allyl chlorides (1) in the presence of zinc dust and a catalytic amount of chlorotrimethylsilane (TMSCl) in THF brought about highly facile and effective coupling to give the corresponding gem-bisallylation products. 4-hydroxy-penta-1,6-dienes (3), in good to excellent yields. These reactions are assumed to proceed through allylzinc intermediates generated in situ. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01437-5

文献信息

• γ-Substituted Secondary Organoalkaline Compounds and their Chlorinated Precursors: Synthetic Applications
  作者：José Barluenga、Josefa Flórez、Miguel Yus

  DOI：10.1055/s-1985-31362

  日期：——

  The prepartion of γ-functionalised secondary organolkaline metal compounds starting from methyl 3-chlorobutanoate (obtained by addition of hydrogen chloride to commercially available methyl trans-2-butenoate) is described. Reactions of these metallated compounds with suitable electrophilic reagents leads to a variety of tertiary alcohol derivatives.

  本文描述了从甲基3-氯丁酸酯（通过氢氯酸与市售的甲基反式-2-丁烯酸酯的加成获得）出发，制备γ-功能化二级有机碱金属化合物的方法。这些金属化合物的反应与适当的亲电试剂结合，可以生成多种三级醇衍生物。
• ALLYLATION OF ESTERS PROMOTED BY METALLIC DYSPROSIUM IN THE PRESENCE OF MERCURIC CHLORIDE
  作者：Yu Jia、Mingfu Zhang、Fenggang Tao、Jingyao Zhou

  DOI：10.1081/scc-120006467

  日期：2002.1

  ABSTRACT In the presence of mercuric chloride, the reactions of esters with allyl bromide and metallic dysprosium in anhydrous THF give diallyl alkyl carbinols in good yields. When γ-butyrolactone is used as the substrate, the corresponding product is 4-allyl-6-heptene-1, 4-diol.

  摘要 在氯化汞存在下，酯与烯丙基溴和金属镝在无水 THF 中的反应以良好的收率得到二烯丙基烷基甲醇。当以γ-丁内酯为底物时，相应的产物为4-allyl-6-heptene-1, 4-diol。
• Hypocholesterolemic agents VII: Inhibition of β-hydroxy-β-methylglutaryl-CoA reductase by monoesters of substituted glutaric acids
  作者：Marvin R. Boots、Yeong-Maw Yeh、Sharon G. Boots

  DOI：10.1002/jps.2600690507

  日期：1980.5

  A series of 1-(4-biphenylyl)pentyl hydrogen 3-alkylglutarates and 3-hydroxy-3-alkylglutarates was synthesized and assayed for inhibition of rat liver beta-hydroxy-beta-methylglutaryl-CoA reductase. Limited solubility of the monoesters in the enzyme assay system prevented the determination of the I50 values. However, the limited data indicated no significant changes in the activity of the analogs when

  合成了一系列1-（4-联苯基）戊基3-烷基戊二酸氢盐和3-羟基-3-烷基戊二酸，并测定了对大鼠肝脏β-羟基-β-甲基戊二酰辅酶A还原酶的抑制作用。单酯在酶测定系统中的溶解度有限，无法确定I50值。然而，有限的数据表明，当以相同的浓度进行分析时，类似物的活性没有明显变化。
• 3-Alkyl-3-hydroxyglutaric Acids: A New Class of Hypocholesterolemic HMG CoA Reductase Inhibitors. 1
  作者：John S. Baran、Ivar Laos、Donna D. Langford、James E. Miller、Charlene Jett、Beatrice Taite、Elaine Rohrbacher

  DOI：10.1021/jm50001a011

  日期：1985.5

  Derivatives of 3-hydroxy-3-methylglutaric acid (HMG), a portion of the substrate for HMG CoA reductase, were prepared and tested for their inhibitory action against rat liver HMG CoA reductase and for their hypocholesterolemic activity. Structure-dependent competitive inhibition was observed. Optimal structures had a free dicarboxylic acid with an alkyl group of 13-16 carbons at position 3. 3-n-Pentadecyl-3-hydroxyglutaric acid (3j) (IC50 = 50 microM) reduced serum cholesterol in the Triton-treated rat and HMG CoA reductase activity in the 20,25-diazacholesterol-treated rat.
• Saizew,P.u.A., Justus Liebigs Annalen der Chemie, 1878, vol. 193, p. 362
  作者：Saizew,P.u.A.

  DOI：——

  日期：——

表征谱图