methyl 2-(N-(3-phenylprop-2-ynyl)benzamido)-2-benzylhexa-3,4-dienoate | 734547-73-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2-(N-(3-phenylprop-2-ynyl)benzamido)-2-benzylhexa-3,4-dienoate
• 英文别名: 2-[N-benzyloxycarbonyl-(3-phenylprop-2-ynyl)amino]-2-methylhexa-3,4-dienoic acid methyl ester
• CAS: 734547-73-0
• 化学式: C₃₀H₂₇NO₃
• 分子量: 449.549
• InChiKey: TXOTYCGRLNTKQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-(N-(3-phenylprop-2-ynyl)benzamido)-2-benzylhexa-3,4-dienoate 在 di(rhodium)tetracarbonyl dichloride 作用下， 以 甲苯 为溶剂， 反应 0.17h， 以81%的产率得到1-benzoyl-2-benzyl-5-benzylidene-4-vinyl-1,2,5,6-tetrahydropyridine-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Allenes and Transition Metals:  A Diverging Approach to Heterocycles

  摘要：

  [GRAPHICS]An alkynyl allene has been converted to heterocycles possessing an alpha-alkylidene cyclopentenone, a 4-alkylidene cyclopentenone, or a cross-conjugated triene. Thus, a common intermediate has been converted to three structurally unique compounds by changing only the reaction conditions and, therefore, controlling various reaction pathways.

  DOI：

  10.1021/ol0492391
• 作为产物：
  描述：

  2-benzoylamino-2-benzylhexa-3,4-dienoic acid methyl ester 、 1-bromo-3-phenylprop-2-yne 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以89%的产率得到methyl 2-(N-(3-phenylprop-2-ynyl)benzamido)-2-benzylhexa-3,4-dienoate
  参考文献：
  名称：

  Allenes and Transition Metals:  A Diverging Approach to Heterocycles

  摘要：

  [GRAPHICS]An alkynyl allene has been converted to heterocycles possessing an alpha-alkylidene cyclopentenone, a 4-alkylidene cyclopentenone, or a cross-conjugated triene. Thus, a common intermediate has been converted to three structurally unique compounds by changing only the reaction conditions and, therefore, controlling various reaction pathways.

  DOI：

  10.1021/ol0492391

文献信息

• Microwave-Assisted Intramolecular [2 + 2] Allenic Cycloaddition Reaction for the Rapid Assembly of Bicyclo[4.2.0]octa-1,6-dienes and Bicyclo[5.2.0]nona-1,7-dienes
  作者：Kay M. Brummond、Daitao Chen

  DOI：10.1021/ol051115g

  日期：2005.8.1

  [2 + 2] cycloaddition reaction. This cycloaddition provides an efficient route to bicyclomethylenecyclobutenes. The reaction occurs with complete regioselectivity for the distal double bond of the allene for the selective formation of a variety of hetero- and carbocyclic substrates. Bicyclo[4.2.0]octadienes and bicyclo[5.2.0]nonadienes have been prepared in high yield. [reaction: see text]

  炔基丙二烯的微波辐射提供分子内[2 + 2]环加成反应。这种环加成反应提供了通往双环亚甲基环丁烯的有效途径。该反应对丙二烯的远端双键具有完全的区域选择性，从而选择性形成了各种杂环和碳环底物。高产率地制备了双环[4.2.0]辛二烯和双环[5.2.0]壬二烯。[反应：看文字]
• Allenes and Transition Metals:  A Diverging Approach to Heterocycles
  作者：Kay M. Brummond、Branko Mitasev

  DOI：10.1021/ol0492391

  日期：2004.6.1

  [GRAPHICS]An alkynyl allene has been converted to heterocycles possessing an alpha-alkylidene cyclopentenone, a 4-alkylidene cyclopentenone, or a cross-conjugated triene. Thus, a common intermediate has been converted to three structurally unique compounds by changing only the reaction conditions and, therefore, controlling various reaction pathways.