2-allyl-4-methoxy-3-(methoxymethoxy)benzaldehyde | 1247734-18-4

• 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-allyl-4-methoxy-3-(methoxymethoxy)benzaldehyde
• 英文别名: 4-Methoxy-3-(methoxymethoxy)-2-prop-2-enylbenzaldehyde
• CAS: 1247734-18-4
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: IDQOKDQKUHLOQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-allyl-4-methoxy-3-(methoxymethoxy)benzaldehyde 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 sodium acetate 、 对甲苯磺酰肼 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis of 3-methoxy-9-(3,4,5-trimethoxyphenyl)-6,7-dihydro-5H-benzo[7]annulen-4-ol, a potent antineoplastic benzosuberene derivative for anti-cancer chemotherapy

  摘要：

  Benzosuberene 8 is a tubulin polymerization inhibitor that possesses remarkable potency against a variety of cancer cell lines. Herein, an efficient synthetic route for 8 is described featuring a Claisen rearrangement/RCM sequence and a late stage Suzuki coupling as the key steps. By adopting this strategy 8 was synthesized in eight steps in 18% overall yield starting from known compound 18. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.145
• 作为产物：
  描述：

  苯(甲)醛,3-羟基-4-甲氧基-2-(2-丙烯基)- 、 氯甲基甲基醚 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 0.25h， 以68%的产率得到2-allyl-4-methoxy-3-(methoxymethoxy)benzaldehyde
  参考文献：
  名称：

  Total synthesis of pulverolide: revision of its structure

  摘要：

  A flexible and practical strategy toward the synthesis of rare 2H-furo[3,2-b]benzopyran-2-one skeleton has been developed. With a microwave-assisted cyclization-dehydration as the key transformation, the first total synthesis of pulverolide has been completed in 10 steps with 9% overall yield, leading to the revision of its proposed structure. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.044

文献信息

• Total synthesis of pulverolide: revision of its structure
  作者：Wanqiu Yang、Jikai Liu、Hongbin Zhang

  DOI：10.1016/j.tetlet.2010.07.044

  日期：2010.9

  A flexible and practical strategy toward the synthesis of rare 2H-furo[3,2-b]benzopyran-2-one skeleton has been developed. With a microwave-assisted cyclization-dehydration as the key transformation, the first total synthesis of pulverolide has been completed in 10 steps with 9% overall yield, leading to the revision of its proposed structure. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis of 3-methoxy-9-(3,4,5-trimethoxyphenyl)-6,7-dihydro-5H-benzo[7]annulen-4-ol, a potent antineoplastic benzosuberene derivative for anti-cancer chemotherapy
  作者：Zecheng Chen、Christopher J. O’Donnell、Andreas Maderna

  DOI：10.1016/j.tetlet.2011.10.145

  日期：2012.1

  Benzosuberene 8 is a tubulin polymerization inhibitor that possesses remarkable potency against a variety of cancer cell lines. Herein, an efficient synthetic route for 8 is described featuring a Claisen rearrangement/RCM sequence and a late stage Suzuki coupling as the key steps. By adopting this strategy 8 was synthesized in eight steps in 18% overall yield starting from known compound 18. (C) 2011 Elsevier Ltd. All rights reserved.