methyl 2-methyl-3-(naphthalen-2-yl)propanoyloxy(phenyl)carbamodithioate | 1013632-24-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 2-methyl-3-(naphthalen-2-yl)propanoyloxy(phenyl)carbamodithioate
• 英文别名: (N-methylsulfanylcarbothioylanilino) 2-methyl-3-naphthalen-2-ylpropanoate
• CAS: 1013632-24-0
• 化学式: C₂₂H₂₁NO₂S₂
• 分子量: 395.546
• InChiKey: FIJGOSDEUYGERC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  86.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-methyl-3-(naphthalen-2-yl)propanoyloxy(phenyl)carbamodithioate 以 二氯甲烷 为溶剂， 反应 2.0h， 以76%的产率得到methyl 1-(naphthalen-2-yl)propan-2-yl phenylcarbonimidodithioate
  参考文献：
  名称：

  Decarboxylative Radical Azidation Using MPDOC and MMDOC Esters

  摘要：

  An efficient radical-mediated decarboxylative azidation of aliphatic carboxylic acids has been developed. The success of this transformation hinges on the use of a new type of thiohydroxamate esters (MPDOC esters). These esters are more stable than the classical Barton esters and less prone to rearrange under radical conditions. In the case of alpha-alkoxy and alpha-amino acids, optimal results are obtained with the even more stable MMDOC esters developed recently by Kim.

  DOI：

  10.1021/ol702832x
• 作为产物：
  描述：

  N-羟基-S-甲基-N-苯基二硫代氨基甲酸酯 、 2-methyl-3-(naphthalen-2-yl)propanoic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以77%的产率得到methyl 2-methyl-3-(naphthalen-2-yl)propanoyloxy(phenyl)carbamodithioate
  参考文献：
  名称：

  Decarboxylative Radical Azidation Using MPDOC and MMDOC Esters

  摘要：

  An efficient radical-mediated decarboxylative azidation of aliphatic carboxylic acids has been developed. The success of this transformation hinges on the use of a new type of thiohydroxamate esters (MPDOC esters). These esters are more stable than the classical Barton esters and less prone to rearrange under radical conditions. In the case of alpha-alkoxy and alpha-amino acids, optimal results are obtained with the even more stable MMDOC esters developed recently by Kim.

  DOI：

  10.1021/ol702832x

文献信息

• Decarboxylative Radical Azidation Using MPDOC and MMDOC Esters
  作者：Erich Nyfeler、Philippe Renaud

  DOI：10.1021/ol702832x

  日期：2008.3.1

  An efficient radical-mediated decarboxylative azidation of aliphatic carboxylic acids has been developed. The success of this transformation hinges on the use of a new type of thiohydroxamate esters (MPDOC esters). These esters are more stable than the classical Barton esters and less prone to rearrange under radical conditions. In the case of alpha-alkoxy and alpha-amino acids, optimal results are obtained with the even more stable MMDOC esters developed recently by Kim.