methyl 3-(2-methoxynaphthalen-1-yl)propionate | 681856-92-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 3-(2-methoxynaphthalen-1-yl)propionate
• 英文别名: 3-(2-methoxy-[1]naphthyl)-propionic acid methyl ester；3-(2-Methoxy-[1]naphthyl)-propionsaeure-methylester；3-(2-Methoxy-naphthalen-1-yl)-propionic acid methyl ester；methyl 3-(2-methoxynaphthalen-1-yl)propanoate
• CAS: 681856-92-8
• 化学式: C₁₅H₁₆O₃
• 分子量: 244.29
• InChiKey: SANDKJKOBWKMOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 3-(2-methoxynaphthalen-1-yl)propionate 在 盐酸 、 溶剂黄146 、 肼 、 sodium nitrite 作用下， 反应 2.0h， 生成 [2-(2-methoxy-[1]naphthyl)-ethyl]-carbamic acid ethyl ester
  参考文献：
  名称：

  PREPARATION AND REDUCTION OF 2-METHOXY-N-METHYL-1-NAPHTHALENEËTHYLAMINE¹

  摘要：

  DOI：

  10.1021/jo01126a017
• 作为产物：
  描述：

  2-萘酚 在 盐酸 、 乙醚 、 zinc(II) chloride 作用下， 生成 methyl 3-(2-methoxynaphthalen-1-yl)propionate
  参考文献：
  名称：

  PREPARATION AND REDUCTION OF 2-METHOXY-N-METHYL-1-NAPHTHALENEËTHYLAMINE¹

  摘要：

  DOI：

  10.1021/jo01126a017

文献信息

• Diastereo- and Enantioselective Dearomatization of Rhenium-Bound Naphthalenes
  作者：Fei Ding、Mark T. Valahovic、Joseph M. Keane、Mitchell R. Anstey、Michal Sabat、Carl O. Trindle、W. Dean Harman

  DOI：10.1021/jo030318k

  日期：2004.4.1

  Dihapto-coordinated naphthalene complexes of the form TpRe(CO)(L)(eta(2) -naphthalene) (L = PMe3, pyridine, or 1-methylimidazole) undergo electrophilic addition with dimethoxymethane and with various Michael acceptors to generate 1H-naphthalenium species. These naphthalenium. complexes undergo intra- or intermolecular nucleophilic addition reactions with stabilized enolates, silyl ketene acetals, or enols to form the corresponding dihydronaphthalene complexes. Oxidative decomplexation generates the free dihydronaphthalene. When a resolved form of the rhenium dearomatization agent is used, these reactions can be performed enantioselectively. DFT calculations provide a useful guide in explaining the observed stereochemistry. Depending on reaction conditions, a Michael-Michael ring-closure sequence (MIMIRC) or a net [2 + 4] cycloaddition with the bound naphthalene is also observed, and the corresponding tricyclic molecules can be removed from the metal in high yield.