(S)-2,3,3-Trimethyl-thiobutyric acid S-ethyl ester | 215029-94-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: (S)-2,3,3-Trimethyl-thiobutyric acid S-ethyl ester
• CAS: 215029-94-0
• 化学式: C₉H₁₈OS
• 分子量: 174.307
• InChiKey: ORWVUZSRJVPGOU-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-2,3,3-Trimethyl-thiobutyric acid S-ethyl ester 在 palladium on activated charcoal 、 二甲基乙基硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以89%的产率得到(S)-2,3,3-trimethylbutanal
  参考文献：
  名称：

  On the Constitutional Stability ofη1-Allylmetal Compounds

  摘要：

  Many eta(1)-allymetal species undergo a rapid haptotropic rearrangement. The stereochemical outcome of reactions of these allylmetal species with aldehydes depends on whether the haptotropic rearrangement is faster or slower than the reaction with the aldehyde. We present here a test system based on kinetic resolution, by which just this information becomes available. Thus, haptotropic rearrangement of cyclohexenyllithium, -magnesium chloride, -titanium triisopropoxide, and -titanium tetraisopropoxide, was found to be faster than addition to the aldehyde 9. Borotropic rearrangement in cyclohexenyldiethylborane was found to be slower than the addition to the aldehyde 9.

  DOI：

  10.1002/(sici)1521-3765(19980904)4:9<1724::aid-chem1724>3.0.co;2-e
• 作为产物：
  描述：

  3,3-二甲基丁酰氯 在 正丁基锂 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 11.0h， 生成 (S)-2,3,3-Trimethyl-thiobutyric acid S-ethyl ester
  参考文献：
  名称：

  On the Constitutional Stability ofη1-Allylmetal Compounds

  摘要：

  Many eta(1)-allymetal species undergo a rapid haptotropic rearrangement. The stereochemical outcome of reactions of these allylmetal species with aldehydes depends on whether the haptotropic rearrangement is faster or slower than the reaction with the aldehyde. We present here a test system based on kinetic resolution, by which just this information becomes available. Thus, haptotropic rearrangement of cyclohexenyllithium, -magnesium chloride, -titanium triisopropoxide, and -titanium tetraisopropoxide, was found to be faster than addition to the aldehyde 9. Borotropic rearrangement in cyclohexenyldiethylborane was found to be slower than the addition to the aldehyde 9.

  DOI：

  10.1002/(sici)1521-3765(19980904)4:9<1724::aid-chem1724>3.0.co;2-e