[2-(3,4-dimethoxybenzyl)-2,3-dihydro-1H-isoindol-4-yl]methanol | 1186422-85-4

• 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: [2-(3,4-dimethoxybenzyl)-2,3-dihydro-1H-isoindol-4-yl]methanol
• 英文别名: 2-dimethoxybenzyl-4-hydroxymethylisoindoline；4-Hydroxymethyl-2-(3,4-dimethoxybenzyl)isoindoline；[2-[(3,4-dimethoxyphenyl)methyl]-1,3-dihydroisoindol-4-yl]methanol
• CAS: 1186422-85-4
• 化学式: C₁₈H₂₁NO₃
• 分子量: 299.37
• InChiKey: JXEMDPKLLUDYNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  41.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [2-(3,4-dimethoxybenzyl)-2,3-dihydro-1H-isoindol-4-yl]methanol 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以32%的产率得到2-(3,4-dimethoxybenzyl)isoindoline-4-carbaldehyde
  参考文献：
  名称：

  A novel alkyne-induced recyclization of 4-hydroxymethyl or 4-formyl-1H-2,3-dihydroisoindoles—an effective pathway to substituted isobenzofurans

  摘要：

  2-Alkyl or 2-benzyl-substituted 4-hydroxymethyl(formyl)isoindoles readily react with electron-deficient alkynes undergoing intramolecular cyclization to produce 1-aminomethyl-substituted isobenzofurans in good yields. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.036
• 作为产物：
  描述：

  3-[(3,4-Dimethoxyphenyl)methyl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid 在 lithium aluminium tetrahydride 作用下， 以 1,4-二氧六环 为溶剂， 以71%的产率得到[2-(3,4-dimethoxybenzyl)-2,3-dihydro-1H-isoindol-4-yl]methanol
  参考文献：
  名称：

  A novel alkyne-induced recyclization of 4-hydroxymethyl or 4-formyl-1H-2,3-dihydroisoindoles—an effective pathway to substituted isobenzofurans

  摘要：

  2-Alkyl or 2-benzyl-substituted 4-hydroxymethyl(formyl)isoindoles readily react with electron-deficient alkynes undergoing intramolecular cyclization to produce 1-aminomethyl-substituted isobenzofurans in good yields. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.036

文献信息

• The interaction of 4-hydroxymethyl isoindolines with dehydrobenzene. Synthesis of 3-phenylaminomethyldihydrobenzo[c]furanes
  作者：Alexey V. Varlamov、Natalia I. Guranova、Tatiana N. Borisova、Flavien A.A. Toze、Maxim V. Ovcharov、Sindi Kristancho、Leonid G. Voskressensky

  DOI：10.1016/j.tet.2015.01.022

  日期：2015.2

  2-Alkyl or 2-aryl-substituted 4-hydroxymethylisoindolines smoothly undergo intramolecular recyclization through reaction with arynes to give isobenzofurans with good yields. (C) 2015 Elsevier Ltd. All rights reserved.
• Interaction of 4-hydroxymethyl- 2-(3,4-dimethoxybenzyl)isoindoline with methyl propiolate
  作者：L. G. Voskressensky、L. N. Kulikova、A. V. Kleimenov、T. N. Borisova、E. V. Nikitina、A. V. Listratova、A. V. Varlamov

  DOI：10.1007/s10593-009-0261-3

  日期：2009.3
• A novel alkyne-induced recyclization of 4-hydroxymethyl or 4-formyl-1H-2,3-dihydroisoindoles—an effective pathway to substituted isobenzofurans
  作者：Leonid G. Voskressensky、Larisa N. Kulikova、Alexey Kleimenov、Natalia Guranova、Tatiana N. Borisova、Alexey V. Varlamov

  DOI：10.1016/j.tetlet.2009.06.036

  日期：2009.8

  2-Alkyl or 2-benzyl-substituted 4-hydroxymethyl(formyl)isoindoles readily react with electron-deficient alkynes undergoing intramolecular cyclization to produce 1-aminomethyl-substituted isobenzofurans in good yields. (c) 2009 Elsevier Ltd. All rights reserved.