methyl 2-({2-[(2-methoxy-2-oxoethyl)thio]phenyl}thio)acetate | 258261-70-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: methyl 2-({2-[(2-methoxy-2-oxoethyl)thio]phenyl}thio)acetate
• 英文别名: Methyl 2-[2-(2-methoxy-2-oxoethyl)sulfanylphenyl]sulfanylacetate
• CAS: 258261-70-0
• 化学式: C₁₂H₁₄O₄S₂
• 分子量: 286.373
• InChiKey: AKMACMDXRBLFLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 2-({2-[(2-methoxy-2-oxoethyl)thio]phenyl}thio)acetate 在 lithium diisopropyl amide 作用下， 以 乙醚 、 正己烷 为溶剂， 以71%的产率得到methyl 3-oxo-3,4-dihydro-2H-1,5-benzodithiepin-2-carboxylate
  参考文献：
  名称：

  Metallation reactions. XXVI. α,α′-Dimetallation of 1,2-bis(methylthiobenzene)

  摘要：

  alpha,alpha'-Dimetallation of bis(methylthio)benzene (1) with butyllithium or with superbases gives 2 with good yield. This species allows the simultaneous introduction of two electrophiles in thiomethyl groups. Alternatively it was possible to functionalize these groups with two different electrophiles by two successive one-flask monometallations. Compound 2 rise to gives heterocyclic compounds. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00873-x
• 作为产物：
  描述：

  1,2-苯二甲硫醇 、 氯甲酸甲酯 在 正丁基锂 、 四甲基乙二胺 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 2.0h， 以75%的产率得到methyl 2-({2-[(2-methoxy-2-oxoethyl)thio]phenyl}thio)acetate
  参考文献：
  名称：

  Metallation reactions. XXVI. α,α′-Dimetallation of 1,2-bis(methylthiobenzene)

  摘要：

  alpha,alpha'-Dimetallation of bis(methylthio)benzene (1) with butyllithium or with superbases gives 2 with good yield. This species allows the simultaneous introduction of two electrophiles in thiomethyl groups. Alternatively it was possible to functionalize these groups with two different electrophiles by two successive one-flask monometallations. Compound 2 rise to gives heterocyclic compounds. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00873-x

文献信息

• Metallation reactions. XXVI. α,α′-Dimetallation of 1,2-bis(methylthiobenzene)
  作者：M.G. Cabiddu、S. Cabiddu、E. Cadoni、S. De Montis、C. Fattuoni、S. Melis、F. Sotgiu

  DOI：10.1016/s0040-4020(99)00873-x

  日期：1999.12

  alpha,alpha'-Dimetallation of bis(methylthio)benzene (1) with butyllithium or with superbases gives 2 with good yield. This species allows the simultaneous introduction of two electrophiles in thiomethyl groups. Alternatively it was possible to functionalize these groups with two different electrophiles by two successive one-flask monometallations. Compound 2 rise to gives heterocyclic compounds. (C) 1999 Elsevier Science Ltd. All rights reserved.