methyl (R)-2-[(3-cyclohexyl-3-oxopropanoyl)(2,4-dimethoxybenzyl)amino]-3-(methylsulfanyl)propanoate | 1290538-28-1

• 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 (R)-2-[(3-cyclohexyl-3-oxopropanoyl)(2,4-dimethoxybenzyl)amino]-3-(methylsulfanyl)propanoate
• 英文别名: methyl (2R)-2-[(3-cyclohexyl-3-oxopropanoyl)-[(2,4-dimethoxyphenyl)methyl]amino]-3-methylsulfanylpropanoate
• CAS: 1290538-28-1
• 化学式: C₂₃H₃₃NO₆S
• 分子量: 451.584
• InChiKey: IGKDGHAJLIOXEN-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl (R)-2-[(3-cyclohexyl-3-oxopropanoyl)(2,4-dimethoxybenzyl)amino]-3-(methylsulfanyl)propanoate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以94%的产率得到(R)-3-(cyclohexyl(hydroxy)methylene)-1-(2,4-dimethoxybenzyl)-5-(methylthiomethyl)-pyrrolidine-2,4-dione
  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：

  1-环己烷羰基-1H-咪唑 在 正丁基锂 、 三乙胺 、 二异丙胺 作用下， 以 四氢呋喃 、 hexanes 为溶剂， 反应 3.25h， 生成 methyl (R)-2-[(3-cyclohexyl-3-oxopropanoyl)(2,4-dimethoxybenzyl)amino]-3-(methylsulfanyl)propanoate
  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.