S-tert-butyl 3-cyclohexyl-3-oxopropanethioate | 1290538-27-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: S-tert-butyl 3-cyclohexyl-3-oxopropanethioate
• CAS: 1290538-27-0
• 化学式: C₁₃H₂₂O₂S
• 分子量: 242.382
• InChiKey: XOFIJMDPXVIMMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  59.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S-tert-butyl 3-cyclohexyl-3-oxopropanethioate 在 双氧水 、 sodium methylate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 67.17h， 生成 3-(cyclohexyl(hydroxy)methylene)-1-(2,4-dimethoxybenzyl)-1-azaspiro[4.5]dec-6-ene-2,4,8-trione
  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：

  S-叔丁基硫代乙酸酯 、 1-环己烷羰基-1H-咪唑 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 hexanes 为溶剂， 反应 0.08h， 以263 mg的产率得到S-tert-butyl 3-cyclohexyl-3-oxopropanethioate
  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.