(E)-3-(1-propenyl)-2-vinyloxymethyl-1,4-dimethoxynaphthalene | 705293-71-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-3-(1-propenyl)-2-vinyloxymethyl-1,4-dimethoxynaphthalene
• 英文别名: 2-(ethenoxymethyl)-1,4-dimethoxy-3-[(E)-prop-1-enyl]naphthalene
• CAS: 705293-71-6
• 化学式: C₁₈H₂₀O₃
• 分子量: 284.355
• InChiKey: UZDJJDWYLDNGGM-WEVVVXLNSA-N

物化性质

• 沸点：
  437.8±45.0 °C(Predicted)
• 密度：
  1.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-3-(1-propenyl)-2-vinyloxymethyl-1,4-dimethoxynaphthalene 在 Grubbs catalyst first generation 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以86%的产率得到5,10-Dimethoxy-1H-naphtho[2,3-c]pyran
  参考文献：
  名称：

  Synthesis of pyranonaphthoquinone antibiotics involving the ring closing metathesis of a vinyl ether

  摘要：

  The synthesis of two antibiotic pyranonaphthoquinones was performed by a straightforward synthetic route utilizing ring closing metathesis. Vinylation of 3-(1-propenyl)-2-hydroxymethyl-1.4-dimethoxynapthalene under iridium catalysis and subsequent ring closing metathesis of 3-(1-propenyl)-2-vinyloxymethyl-1.4-dimethoxynaphthalene with Grubbs' catalyst paved the way to the natural antibiotics pentalongin and psychorubrin. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.008
• 作为产物：
  描述：

  2-allyl-3-hydroxymethyl-1,4-dimethoxynaphthalene 在 bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 potassium tert-butylate 、 sodium carbonate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 15.0h， 生成 (E)-3-(1-propenyl)-2-vinyloxymethyl-1,4-dimethoxynaphthalene
  参考文献：
  名称：

  Synthesis of pyranonaphthoquinone antibiotics involving the ring closing metathesis of a vinyl ether

  摘要：

  The synthesis of two antibiotic pyranonaphthoquinones was performed by a straightforward synthetic route utilizing ring closing metathesis. Vinylation of 3-(1-propenyl)-2-hydroxymethyl-1.4-dimethoxynapthalene under iridium catalysis and subsequent ring closing metathesis of 3-(1-propenyl)-2-vinyloxymethyl-1.4-dimethoxynaphthalene with Grubbs' catalyst paved the way to the natural antibiotics pentalongin and psychorubrin. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.008

文献信息

• Synthesis of pyranonaphthoquinone antibiotics involving the ring closing metathesis of a vinyl ether
  作者：Tuyen Nguyen Van、Norbert De Kimpe

  DOI：10.1016/j.tetlet.2004.03.008

  日期：2004.4

  The synthesis of two antibiotic pyranonaphthoquinones was performed by a straightforward synthetic route utilizing ring closing metathesis. Vinylation of 3-(1-propenyl)-2-hydroxymethyl-1.4-dimethoxynapthalene under iridium catalysis and subsequent ring closing metathesis of 3-(1-propenyl)-2-vinyloxymethyl-1.4-dimethoxynaphthalene with Grubbs' catalyst paved the way to the natural antibiotics pentalongin and psychorubrin. (C) 2004 Elsevier Ltd. All rights reserved.