isopropyl 11-methoxy-3,7,11-trimethyldodeca-2Z,4E-1-dienoate | 52341-11-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: isopropyl 11-methoxy-3,7,11-trimethyldodeca-2Z,4E-1-dienoate
• 英文别名: isopropyl 3,7,11-trimethyl-11-methoxy-2Z,4E-dodecadienoate；Isopropyl (2Z,4E)-11-Methoxy-3,7,11-trimethyl-2,4-dodecadienoate；propan-2-yl (2Z,4E)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoate
• CAS: 52341-11-4
• 化学式: C₁₉H₃₄O₃
• 分子量: 310.477
• InChiKey: NFGXHKASABOEEW-RBDUDSBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-甲基噻吩 在 lithium hydroxide 、 正丁基锂 、 四甲基乙二胺 、 硫酸 、 间氯过氧苯甲酸 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 28.5h， 生成 isopropyl 11-methoxy-3,7,11-trimethyldodeca-2Z,4E-1-dienoate
  参考文献：
  名称：

  Synthesis of methoprene via electroreduction of the thiophene ring

  摘要：

  DOI：

  10.1007/bf00953165

文献信息

• Stereoselective synthesis of alkyl (2E,4E)- and (2Z,4E)-3,7,11-trimethyl-2,4-dodecadienoates. Insect growth regulators with juvenile hormone activity
  作者：Clive A. Henrick、W. Edward Willy、John W. Baum、Ted A. Baer、Barbara A. Garcia、Thomas A. Mastre、Samuel M. Chang

  DOI：10.1021/jo00889a001

  日期：1975.1
• Novak, Lajos; Rohaly, Janos; Kolonits, Pal, Liebigs Annalen der Chemie, 1982, # 6, p. 1173 - 1182
  作者：Novak, Lajos、Rohaly, Janos、Kolonits, Pal、Fekete, Jenoe、Varjas, Laszlo、Szantay, Csaba

  DOI：——

  日期：——
• Odinokov, V. N.; Kukovinets, O. S.; Zainullin, R. A., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 4.1, p. 650 - 653
  作者：Odinokov, V. N.、Kukovinets, O. S.、Zainullin, R. A.、Tolstikov, G. A.

  DOI：——

  日期：——
• On the stereochemistry of the Horner?Emmons reaction between 3-functionally substituted 2-methyl-2-propenylphosphonates and aliphatic aldehydes
  作者：G. V. Kryshtal'、G. M. Zhdankina、E. P. Serebryakov

  DOI：10.1007/bf00704196

  日期：1993.6

  The reaction of diethyl 3-ethoxycarbonyl-2-methyl-2-propenylphosphonate (1a) with 3-methylbutanal (2) in heterogeneous MOH (solid)-benzene systems in the presence of 5-10 mol.% of benzyltriethylammonium chloride (BTEAC) gives the reaction product (3) with a higher, for M = K, or lower, for M = Li, ratio of 2E,4E- and 2Z,4E-stereoisomers than that observed in the absence of BTEAC. Tetrabutylammonium bromide (TBAB) as a catalyst of the reaction 1a + 2 --> 3 in the system KOH (solid)-wet benzene leads to a higher [2E,4E-3]:[2Z,4E-3] ratio than BTEAC; this ratio grows from 44:56 without TBAB to 80:20 at 100 mol.96 of TBAB. In the latter case the stereochemical outcome of the reaction is similar to that obtained when tetrabutylammonium hydroxide in dry benzene is used as the deprotonating agent. The corresponding diisopropyl phosphonate (1b) and 3,7-dimethyloctanal (4a) interact in the system KOH (solid)-wet benzene-TBAB to give hydroprene (5) containing 88 % of the 2E,4E-isomer (5a) while in the case of 1 equiv. of [(n-Bu4)N]OH in dry benzene the content of 5a is 92 %. Diisopropyl 3-isopropoxycarbonyl-2-methyl-2-propenylphosphonate (1c) and 7-methoxy-3,7-dimethyloctanal (4b) under either of these conditions afford methoprene (6) containing 93 % of the 2E,4E-isomer.
• NOVAK, L.;SZANTAY, C.;ROHALY, J.;TAMAS, A.;JURAK, F.;UJVARY, I.;BAAN, G.
  作者：NOVAK, L.、SZANTAY, C.、ROHALY, J.、TAMAS, A.、JURAK, F.、UJVARY, I.、BAAN, G.

  DOI：——

  日期：——