(4aR,8aS)-2-(4-methoxyphenyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine | 183722-50-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: (4aR,8aS)-2-(4-methoxyphenyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine
• CAS: 183722-50-1
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: IPMOHUOCPUYRFN-WLDKUNSKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4aR,8aS)-2-(4-methoxyphenyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine 在 草酰氯 、 sodium hexamethyldisilazane 、 二异丁基氢化铝 、 二甲基亚砜 、 三乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 14.0h， 生成 (2R,3S)-2-vinyltetrahydro-2H-pyran-3-ol
  参考文献：
  名称：

  cis-3,4-Dichlorocyclobutene as a Versatile Synthon in Organic Synthesis. Rapid Entry into Complex Polycyclic Systems with Remarkably Stereospecific Reactions We thank Drs. D. H. Huang and G. Siuzdak for their assistance with NMR spectroscopy and mass spectrometry, respectively. This work was financially supported by the National Institutes of Health (USA) and The Skaggs Institute for Chemical Biology, a postdoctoral fellowship from the Skaggs Institute for Research (to V.G.), and grants from Abbott, Amgen, ArrayBiopharma, Boehringer-Ingelheim, Glaxo, Hoffmann-La Roche, DuPont, Merck, Novartis, Pfizer, and Schering Plough.

  摘要：

  DOI：

  10.1002/1521-3773(20011203)40:23<4441::aid-anie4441>3.0.co;2-i
• 作为产物：
  描述：

  (2R,3S)-2-hydroxymethyltetrahydropyran-3-ol 、 4-甲氧基苯甲醛二甲缩醛 在 D(+)-10-樟脑磺酸 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以82%的产率得到(4aR,8aS)-2-(4-methoxyphenyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine
  参考文献：
  名称：

  cis-3,4-Dichlorocyclobutene as a Versatile Synthon in Organic Synthesis. Rapid Entry into Complex Polycyclic Systems with Remarkably Stereospecific Reactions We thank Drs. D. H. Huang and G. Siuzdak for their assistance with NMR spectroscopy and mass spectrometry, respectively. This work was financially supported by the National Institutes of Health (USA) and The Skaggs Institute for Chemical Biology, a postdoctoral fellowship from the Skaggs Institute for Research (to V.G.), and grants from Abbott, Amgen, ArrayBiopharma, Boehringer-Ingelheim, Glaxo, Hoffmann-La Roche, DuPont, Merck, Novartis, Pfizer, and Schering Plough.

  摘要：

  DOI：

  10.1002/1521-3773(20011203)40:23<4441::aid-anie4441>3.0.co;2-i

文献信息

• Convergent synthesis of the FGHI ring segment of yessotoxin
  作者：Isao Kadota、Hirokazu Ueno、Yuki Sato、Yoshinori Yamamoto

  DOI：10.1016/j.tetlet.2005.10.136

  日期：2006.1

  A convergent synthesis of the FGHI ring segment of yessotoxin was achieved via the intramolecular allylation of an α-chloroacetoxy ether and subsequent ring-closing metathesis.

  通过α-氯乙酰氧基醚的分子内烯丙基化和随后的闭环易位，实现了耶毒素的FGHI环段的收敛合成。
• cis-3,4-Dichlorocyclobutene as a Versatile Synthon in Organic Synthesis. Rapid Entry into Complex Polycyclic Systems with Remarkably Stereospecific Reactions We thank Drs. D. H. Huang and G. Siuzdak for their assistance with NMR spectroscopy and mass spectrometry, respectively. This work was financially supported by the National Institutes of Health (USA) and The Skaggs Institute for Chemical Biology, a postdoctoral fellowship from the Skaggs Institute for Research (to V.G.), and grants from Abbott, Amgen, ArrayBiopharma, Boehringer-Ingelheim, Glaxo, Hoffmann-La Roche, DuPont, Merck, Novartis, Pfizer, and Schering Plough.
  作者：K. C. Nicolaou、Juan A. Vega、Georgios Vassilikogiannakis

  DOI：10.1002/1521-3773(20011203)40:23<4441::aid-anie4441>3.0.co;2-i

  日期：2001.12.3