5-Oxo-5,6,7,8-tetrahydronaphthalin-1,2-dicarbonsaeure-dimethylester | 68748-15-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-Oxo-5,6,7,8-tetrahydronaphthalin-1,2-dicarbonsaeure-dimethylester
• 英文别名: dimethyl 5-oxo-7,8-dihydro-6H-naphthalene-1,2-dicarboxylate
• CAS: 68748-15-2
• 化学式: C₁₄H₁₄O₅
• 分子量: 262.262
• InChiKey: SRJVIVZEOBRTRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Oxo-5,6,7,8-tetrahydronaphthalin-1,2-dicarbonsaeure-dimethylester 以57%的产率得到
  参考文献：
  名称：

  TOCHTERMANN W.; KOEHN H., CHEM. BER., 1980, 113, NO 10, 3249-3261

  摘要：

  DOI：
• 作为产物：
  描述：

  3',7',8',8a'-Tetrahydrospiro<1,3-dioxolan-2,5'(6'H)-<3,8a>epoxynaphthalin>-1',2'-dicarbonsaeure-dimethylester 在 palladium on activated charcoal 氢气 作用下， 生成 5-Oxo-5,6,7,8-tetrahydronaphthalin-1,2-dicarbonsaeure-dimethylester
  参考文献：
  名称：

  Tochtermann, Werner; Koehn, Heinke, Chemische Berichte, 1980, vol. 113, # 10, p. 3249 - 3261

  摘要：

  DOI：

文献信息

• A Formal [3 + 3] Cycloaddition Reaction. Improved Reactivity Using α,β-Unsaturated Iminium Salts and Evidence for Reversibility of 6π-Electron Electrocyclic Ring Closure of 1-Oxatrienes
  作者：Hong C. Shen、Jiashi Wang、Kevin P. Cole、Michael J. McLaughlin、Christopher D. Morgan、Christopher J. Douglas、Richard P. Hsung、Heather A. Coverdale、Aleksey I. Gerasyuto、Juliet M. Hahn、Jia Liu、Heather M. Sklenicka、Lin-Li Wei、Luke R. Zehnder、Craig A. Zificsak

  DOI：10.1021/jo020688t

  日期：2003.3.1

  A detailed account regarding a formal [3 + 3] cycloaddition method using 4-hydroxy-2-pyrones and 1,3-diketones is described here. This formal cycloaddition reaction or annulation reaction is synthetically useful for constructing 2H-pyranyl heterocycles. The usage of alpha,beta-unsaturated iminium salts is significant in controlling competing reaction pathways to give exclusively 2H-pyrans. Most significantly, experimental evidence is provided to support the mechanism of this reaction that involves a sequential Knoevenagel condensation and a reversible 6pi-electron electrocyclic ringclosure of 1-oxatrienes.
• TOCHTERMANN W.; TIMM H., TETRAHEDRON LETT., 1978, NO 25, 2145-2148
  作者：TOCHTERMANN W.、 TIMM H.

  DOI：——

  日期：——