methyl (2S)-2-(1,3-dioxoisoindol-2-yl)-4-methylsulfinylbutanoate | 146983-84-8

• 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 (2S)-2-(1,3-dioxoisoindol-2-yl)-4-methylsulfinylbutanoate
• CAS: 146983-84-8
• 化学式: C₁₄H₁₅NO₅S
• 分子量: 309.343
• InChiKey: DGMCKCSWJWXVQK-QHIQZGGMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (2S)-2-(1,3-dioxoisoindol-2-yl)-4-methylsulfinylbutanoate 以 乙腈 为溶剂， 生成 (S)-N-Phthaloylvinylglycine methyl ester
  参考文献：
  名称：

  Griesbeck, Axel G., Chimia, 1998, vol. 52, # 6, p. 272 - 283

  摘要：

  DOI：
• 作为产物：
  描述：

  L-蛋氨酸亚砜 在 盐酸 作用下， 反应 1.0h， 生成 methyl (2S)-2-(1,3-dioxoisoindol-2-yl)-4-methylsulfinylbutanoate
  参考文献：
  名称：

  Photochemistry of N-phthaloyl derivatives of methionine

  摘要：

  Photodecarboxylation of N-phthaloyl derivatives of methionine sulfoxide 1b and methionine sulfone 1c was observed in acetone as the major reaction. For 1a a fast electron transfer initiated cyclization which leads to the bicyclization product 3 (X-ray structure) was observed in the sensitized photolysis. Direct photolysis of 1a leads preferentially to the tricyclic product 4 and the decarboxylation product 5. The methionine methyl esters 6a-c showed electon transfer initiated cyclization (for 6a) and disproportionation (for 6b), whereas 6c proved to be photostable.

  DOI：

  10.1016/0040-4039(93)85100-b

文献信息

• Oxidations catalysed by rhenium(V) oxides 2. Clean sulfide oxidation by urea-hydrogen peroxide
  作者：H.Q.Nimal Gunaratne、M.Anthony McKervey、Stephanie Feutren、James Finlay、John Boyd

  DOI：10.1016/s0040-4039(98)01100-9

  日期：1998.7

  Three rhenium(V) oxo phosphine complexes and methyltrioxorhenium have been used as catalysts for oxidation of sulfides to sulfoxides with urea-hydrogen peroxide as oxidant in acetonitrile; partial enantioselective oxidation of methylphenyl sulfide was observed with methyltrioxorhenium in the presence of a (+)-camphor derived pyrazine carboxylic acid. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Griesbeck, Axel G.; Hirt, Joachim, Liebigs Annalen, 1995, # 11, p. 1957 - 1962
  作者：Griesbeck, Axel G.、Hirt, Joachim

  DOI：——

  日期：——
• Griesbeck, Axel G., Chimia, 1998, vol. 52, # 6, p. 272 - 283
  作者：Griesbeck, Axel G.

  DOI：——

  日期：——
• Photochemistry of N-phthaloyl derivatives of methionine
  作者：Axel G. Griesbeck、Harald Mauder、Ingrid Müller、Eva-Maria Peters、Karl Peters、Hans Georg von Schnering

  DOI：10.1016/0040-4039(93)85100-b

  日期：1993.1

  Photodecarboxylation of N-phthaloyl derivatives of methionine sulfoxide 1b and methionine sulfone 1c was observed in acetone as the major reaction. For 1a a fast electron transfer initiated cyclization which leads to the bicyclization product 3 (X-ray structure) was observed in the sensitized photolysis. Direct photolysis of 1a leads preferentially to the tricyclic product 4 and the decarboxylation product 5. The methionine methyl esters 6a-c showed electon transfer initiated cyclization (for 6a) and disproportionation (for 6b), whereas 6c proved to be photostable.