1-{3,4,6-trimethoxy-2-[(E)-1-propenyl]phenyl}-1-ethanol | 405156-14-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-{3,4,6-trimethoxy-2-[(E)-1-propenyl]phenyl}-1-ethanol
• 英文别名: 1-[3,4,6-trimethoxy-2-[(E)-prop-1-enyl]phenyl]ethanol
• CAS: 405156-14-1
• 化学式: C₁₄H₂₀O₄
• 分子量: 252.31
• InChiKey: HPKRKPJDUVSBKI-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-{3,4,6-trimethoxy-2-[(E)-1-propenyl]phenyl}-1-ethanol 在 mercury(II) diacetate 、 sodium bromide 、 sodium tetrahydroborate 、 氧气 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 以22%的产率得到(1R*,3S*,4R*)-5,6,8-trimethoxy-1,3-dimethyl-3,4-dihydro-1H-isochroman-4-ol
  参考文献：
  名称：

  The synthesis of isochroman-4-ols and isochroman-3-ols: models for naturally occurring benzo[g]isochromanols

  摘要：

  The synthesis of isochromanes containing hydroxy substituents at the 4- and 3-positions has been achieved. The key step for the synthesis of the isochroman-4-ols entailed an oxidative mercury mediated ring closure of 2-(prop-1-enyl)phenylmethanol derivatives, while in the synthesis of the isochroman-3-ols the key step involved ozonolysis of 2-(prop-2-enyl)phenylmethanol derivatives. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00963-2
• 作为产物：
  描述：

  1-(2-allyl-3,4,6-trimethoxyphenyl)-1-ethanol 在 双(乙腈)氯化钯(II) 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以98%的产率得到1-{3,4,6-trimethoxy-2-[(E)-1-propenyl]phenyl}-1-ethanol
  参考文献：
  名称：

  The synthesis of isochroman-4-ols and isochroman-3-ols: models for naturally occurring benzo[g]isochromanols

  摘要：

  The synthesis of isochromanes containing hydroxy substituents at the 4- and 3-positions has been achieved. The key step for the synthesis of the isochroman-4-ols entailed an oxidative mercury mediated ring closure of 2-(prop-1-enyl)phenylmethanol derivatives, while in the synthesis of the isochroman-3-ols the key step involved ozonolysis of 2-(prop-2-enyl)phenylmethanol derivatives. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00963-2

文献信息

• The synthesis of isochroman-4-ols and isochroman-3-ols: models for naturally occurring benzo[g]isochromanols
  作者：Charles B de Koning、Ivan R Green、Joseph P Michael、José R Oliveira

  DOI：10.1016/s0040-4020(01)00963-2

  日期：2001.11

  The synthesis of isochromanes containing hydroxy substituents at the 4- and 3-positions has been achieved. The key step for the synthesis of the isochroman-4-ols entailed an oxidative mercury mediated ring closure of 2-(prop-1-enyl)phenylmethanol derivatives, while in the synthesis of the isochroman-3-ols the key step involved ozonolysis of 2-(prop-2-enyl)phenylmethanol derivatives. (C) 2001 Elsevier Science Ltd. All rights reserved.