(E)-5-(3-(methoxymethoxy)-5-(prop-2-ynyloxy)styryl)benzo[d][1,3]dioxole | 1392500-15-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-5-(3-(methoxymethoxy)-5-(prop-2-ynyloxy)styryl)benzo[d][1,3]dioxole
• 英文别名: 5-[(E)-2-[3-(methoxymethoxy)-5-prop-2-ynoxyphenyl]ethenyl]-1,3-benzodioxole
• CAS: 1392500-15-0
• 化学式: C₂₀H₁₈O₅
• 分子量: 338.36
• InChiKey: MRCDUUOQDMGSKI-SNAWJCMRSA-N

物化性质

• 沸点：
  504.8±50.0 °C(Predicted)
• 密度：
  1.246±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-叠氮基-1,3-双[(2,2-二甲基-1,3-二恶烷-5-基)氧代]丙烷 、 (E)-5-(3-(methoxymethoxy)-5-(prop-2-ynyloxy)styryl)benzo[d][1,3]dioxole 在 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以88%的产率得到(E)-4-((3-(2-(benzo[d][1,3]dioxol-5-yl)vinyl)-5-(methoxymethoxy)phenoxy)methyl)-1-(1,3-bis(2,2-dimethyl-1,3-dioxan-5-yloxy)propan-2-yl)-1H-1,2,3-triazole
  参考文献：
  名称：

  Synthesis and evaluation of water-soluble resveratrol and piceatannol via BGLation

  摘要：

  Synthesis of four water-soluble resveratrol and piceatannol derivatives bearing symmetrically branched glyceryl trimer (BGL003) with a non-biocleavable linkage, and their biological evaluation as a mitochondrial fusion-inducing agent with cellular fat-reducing effect from cells, is described. The effect of Piceatannol-BGL003 conjugate was as high as that of original stilbenoids. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.019
• 作为产物：
  描述：

  [3-(Methoxymethoxy)-5-prop-2-ynoxyphenyl]methanol 在 2,6-二甲基吡啶 、 四溴化碳 、 sodium hydride 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 mineral oil 为溶剂， 反应 8.67h， 生成 (E)-5-(3-(methoxymethoxy)-5-(prop-2-ynyloxy)styryl)benzo[d][1,3]dioxole
  参考文献：
  名称：

  Synthesis and evaluation of water-soluble resveratrol and piceatannol via BGLation

  摘要：

  Synthesis of four water-soluble resveratrol and piceatannol derivatives bearing symmetrically branched glyceryl trimer (BGL003) with a non-biocleavable linkage, and their biological evaluation as a mitochondrial fusion-inducing agent with cellular fat-reducing effect from cells, is described. The effect of Piceatannol-BGL003 conjugate was as high as that of original stilbenoids. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.019

文献信息

• Synthesis and evaluation of water-soluble resveratrol and piceatannol via BGLation
  作者：Hisao Nemoto、Ayato Katagiri、Masaki Kamiya、Tsuyoshi Matsushita、Hatsuhiko Hattori、Kosuke Matsumura、Tomohiro Itou、Tomoyuki Kawamura、Toshiyuki Kita、Hana Nishida、Naokatu Arakaki

  DOI：10.1016/j.bmcl.2012.06.019

  日期：2012.8

  Synthesis of four water-soluble resveratrol and piceatannol derivatives bearing symmetrically branched glyceryl trimer (BGL003) with a non-biocleavable linkage, and their biological evaluation as a mitochondrial fusion-inducing agent with cellular fat-reducing effect from cells, is described. The effect of Piceatannol-BGL003 conjugate was as high as that of original stilbenoids. (C) 2012 Elsevier Ltd. All rights reserved.