methyl 8-methoxy-2,2-dimethyl-2H-chromene-6-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: methyl 8-methoxy-2,2-dimethyl-2H-chromene-6-carboxylate
• 英文别名: Methyl 8-methoxy-2,2-dimethylchromene-6-carboxylate；methyl 8-methoxy-2,2-dimethylchromene-6-carboxylate
• 化学式: C₁₄H₁₆O₄
• 分子量: 248.279
• InChiKey: MBPCJSPVINFSDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  香草酸甲酯 在 四丁基硫酸氢铵 、 potassium carbonate 、 cesium fluoride 作用下， 以 水 、 乙腈 为溶剂， 反应 98.0h， 生成 methyl 8-methoxy-2,2-dimethyl-2H-chromene-6-carboxylate
  参考文献：
  名称：

  Cesium Fluoride-mediated Claisen Rearrangements of Phenyl Propargyl Ethers: Substituent Effects of an ortho-Alkoxy Group on the Benzene Ring or Modified Propargyl Residues

  摘要：

  The expected 7-alkoxy-2-methylbenzo [b]furans were effectively given in the CsF-mediated Claisen rearrangement of phenyl propargyl ethers with an o-alkoxy substituent on the benzene ring. On the other hand CsF did not affect the production of the corresponding benzo[b]furans when ethers, carrying a propargyl residue modified by either 1,1-dimethyl or 3-ethoxycarbonyl functions, were used as substrates in the rearrangement.

  DOI：

  10.3987/com-97-7946

文献信息

• Natural Product-like Combinatorial Libraries Based on Privileged Structures. 1. General Principles and Solid-Phase Synthesis of Benzopyrans
  作者：K. C. Nicolaou、J. A. Pfefferkorn、A. J. Roecker、G.-Q. Cao、S. Barluenga、H. J. Mitchell

  DOI：10.1021/ja002033k

  日期：2000.10.1

  report a novel strategy for the design and construction of natural and natural product-like libraries based on the principle of privileged structures, a term originally introduced to describe structural motifs capable of interacting with a variety of unrelated molecular targets. The identification of such privileged structures in natural products is discussed, and subsequently the 2,2-dimethylbenzopyran

  在此，我们报告了一种基于特权结构原理设计和构建天然和天然产物类库的新策略，该术语最初用于描述能够与各种不相关的分子靶标相互作用的结构基序。讨论了天然产物中此类特权结构的鉴定，随后选择 2,2-二甲基苯并吡喃部分作为通过该策略构建类天然产物库的初始模板。最初，采用独特的环加载策略开发了苯并吡喃基序的新型固相合成，该策略依赖于使用新的聚苯乙烯基溴化硒树脂。一旦确定了这些苯并吡喃的加载、加工和裂解，
• Two chromenes and a prenylated benzoic acid derivative from Piper aduncum
  作者：Jimmy Orjala、C.A.J. Erdelmeier、Anthony D. Wright、Topul Rali、Otto Sticher

  DOI：10.1016/0031-9422(93)85364-w

  日期：1993.10

  Abstract In addition to stigmasterol, piperiton, methyl 2,2-dimethyl-2H-chromene-6-carboxylate, methyl 3-(2-hydroxy-3-methyl-3-butenyl)-4-hydroxy-benzoate and m

  摘要 除了豆甾醇、胡椒酮、2,2-二甲基-2H-色烯-6-羧酸甲酯、3-(2-羟基-3-甲基-3-丁烯基)-4-羟基-苯甲酸甲酯和m
• Cesium Fluoride-mediated Claisen Rearrangements of Phenyl Propargyl Ethers: Substituent Effects of an ortho-Alkoxy Group on the Benzene Ring or Modified Propargyl Residues
  作者：Tsutomu Ishikawa、Akiko Mizutani、Chizue Miwa、Yumie Oku、Naoko Komano (nee Ohkubo)、Atsuya Takami、Toshiko Watanabe

  DOI：10.3987/com-97-7946

  日期：——

  The expected 7-alkoxy-2-methylbenzo [b]furans were effectively given in the CsF-mediated Claisen rearrangement of phenyl propargyl ethers with an o-alkoxy substituent on the benzene ring. On the other hand CsF did not affect the production of the corresponding benzo[b]furans when ethers, carrying a propargyl residue modified by either 1,1-dimethyl or 3-ethoxycarbonyl functions, were used as substrates in the rearrangement.