5-But-3-en-2-yl-3-methoxy-2-methyl-4-phenylmethoxyphenol | 846543-16-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 5-But-3-en-2-yl-3-methoxy-2-methyl-4-phenylmethoxyphenol
• CAS: 846543-16-6
• 化学式: C₁₉H₂₂O₃
• 分子量: 298.382
• InChiKey: JNNUQDPALTWYRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-But-3-en-2-yl-3-methoxy-2-methyl-4-phenylmethoxyphenol 在 acetylacetonatodicarbonylrhodium(l) 、 Billig ligand 、 氢气 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 Toluene-4-sulfonic acid 4-benzyloxy-3-methoxy-2-methyl-5-(1-methyl-4-oxo-butyl)-phenyl ester
  参考文献：
  名称：

  En route to the total synthesis of tashironin: on the exercise of stereochemical control by a methyl group in mediating remote cyclization reactions

  摘要：

  The synthesis of the [2.2.2]-bicyclic core (23) of the neurotrophic factor 11-O-debenzoyltashironin (1) has been achieved by an oxidative dearomatization-transannular Diels-Alder cascade. We have shown that the reaction sequence is also valuable for the efficient construction of related, complex [2.2.2]-bicyclic compounds (vide infra). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.11.148
• 作为产物：
  描述：

  4-羟基-3-甲氧基苄醇 在 正丁基锂 、 potassium carbonate 、 对甲苯磺酸 、 间氯过氧苯甲酸 、 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 、 丙酮 为溶剂， 生成 5-But-3-en-2-yl-3-methoxy-2-methyl-4-phenylmethoxyphenol
  参考文献：
  名称：

  En route to the total synthesis of tashironin: on the exercise of stereochemical control by a methyl group in mediating remote cyclization reactions

  摘要：

  The synthesis of the [2.2.2]-bicyclic core (23) of the neurotrophic factor 11-O-debenzoyltashironin (1) has been achieved by an oxidative dearomatization-transannular Diels-Alder cascade. We have shown that the reaction sequence is also valuable for the efficient construction of related, complex [2.2.2]-bicyclic compounds (vide infra). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.11.148

文献信息

• WO2006/83417
  申请人：——

  公开号：——

  公开（公告）日：——
• En route to the total synthesis of tashironin: on the exercise of stereochemical control by a methyl group in mediating remote cyclization reactions
  作者：Silas P. Cook、Christoph Gaul、Samuel J. Danishefsky

  DOI：10.1016/j.tetlet.2004.11.148

  日期：2005.1

  The synthesis of the [2.2.2]-bicyclic core (23) of the neurotrophic factor 11-O-debenzoyltashironin (1) has been achieved by an oxidative dearomatization-transannular Diels-Alder cascade. We have shown that the reaction sequence is also valuable for the efficient construction of related, complex [2.2.2]-bicyclic compounds (vide infra). (C) 2004 Elsevier Ltd. All rights reserved.