methyl 1-(2,4-dimethoxybenzylamino)-3,4-dimethylcyclohex-3-enecarboxylate | 1290538-38-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 1-(2,4-dimethoxybenzylamino)-3,4-dimethylcyclohex-3-enecarboxylate
• 英文别名: Methyl 1-[(2,4-dimethoxyphenyl)methylamino]-3,4-dimethylcyclohex-3-ene-1-carboxylate
• CAS: 1290538-38-3
• 化学式: C₁₉H₂₇NO₄
• 分子量: 333.428
• InChiKey: CTGLOQCJMHWDRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  S-tert-butyl 3-cyclohexyl-3-oxopropanethioate 、 methyl 1-(2,4-dimethoxybenzylamino)-3,4-dimethylcyclohex-3-enecarboxylate 在 三乙胺 、 silver trifluoroacetate 作用下， 以 四氢呋喃 为溶剂， 反应 5.17h， 以73%的产率得到methyl 1-(3-cyclohexyl-N-(2,4-dimethoxybenzyl)-3-oxopropanamido)-3,4-dimethylcyclohex-3-enecarboxylate
  参考文献：
  名称：

  Synthesis of Spirotetramates via a Diels−Alder Approach

  摘要：

  A study toward the unusual spirotetramate core of the pyrroindomycin antibiotics employing an intermolecular Diets Alder reaction of an exo-methylene tetramic acid dienophile is described. The exp-methylene tetramate is readily synthesized from S-methylcysteine, and its reactivity as a dienophile is compared with that of related dehydroalanine derivatives. An alternative approach to spirotetramates using a nitroalkene dienophile is also reported.

  DOI：

  10.1021/ol200477s
• 作为产物：
  描述：

  2,3-二甲基-1,3-丁二烯 在 水 、 溶剂黄146 、 锌 作用下， 反应 120.0h， 生成 methyl 1-(2,4-dimethoxybenzylamino)-3,4-dimethylcyclohex-3-enecarboxylate
  参考文献：
  名称：

  Synthesis of Spirotetramates via a Diels−Alder Approach

  摘要：

  A study toward the unusual spirotetramate core of the pyrroindomycin antibiotics employing an intermolecular Diets Alder reaction of an exo-methylene tetramic acid dienophile is described. The exp-methylene tetramate is readily synthesized from S-methylcysteine, and its reactivity as a dienophile is compared with that of related dehydroalanine derivatives. An alternative approach to spirotetramates using a nitroalkene dienophile is also reported.

  DOI：

  10.1021/ol200477s

文献信息

• Synthesis of Spirotetramates via a Diels−Alder Approach
  作者：Nicholas A. Butt、Christopher J. Moody

  DOI：10.1021/ol200477s

  日期：2011.5.6

  A study toward the unusual spirotetramate core of the pyrroindomycin antibiotics employing an intermolecular Diets Alder reaction of an exo-methylene tetramic acid dienophile is described. The exp-methylene tetramate is readily synthesized from S-methylcysteine, and its reactivity as a dienophile is compared with that of related dehydroalanine derivatives. An alternative approach to spirotetramates using a nitroalkene dienophile is also reported.