1-{[(4-methylphenyl)sulfonyl]oxy}piperidine-2,6-dione | 1174302-48-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-{[(4-methylphenyl)sulfonyl]oxy}piperidine-2,6-dione
• 英文别名: N-glutalimidoyloxy tosylate；N-tosyloxyglutarimide；(2,6-dioxopiperidin-1-yl) 4-methylbenzenesulfonate
• CAS: 1174302-48-7
• 化学式: C₁₂H₁₃NO₅S
• 分子量: 283.305
• InChiKey: PLFUUVCTQXRJRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  89.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-{[(4-methylphenyl)sulfonyl]oxy}piperidine-2,6-dione 在 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 4-({[(4-methoxybenzyl)oxy]carbonyl}amino)butanoic acid
  参考文献：
  名称：

  One-pot efficient synthesis of N α-urethane-protected β- and γ-amino acids

  摘要：

  1-[(4-Methylphenyl)oxy]pyrrolidine-2,5-dione and 1-[(4-methylphenyl)oxy]piperidine-2,6-dione react in a Lossen-type reaction with primary alcohols in the presence of triethylamine to furnish corresponding N (alpha)-urethane-protected beta-alanine and gamma-aminopropionic acid (GABA), respectively, with excellent yields and purities, in an essentially "one-pot" procedure.

  DOI：

  10.1007/s00726-012-1443-3
• 作为产物：
  描述：

  1-羟基哌啶-2,6-二酮 、 对甲苯磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以1315 mg的产率得到1-{[(4-methylphenyl)sulfonyl]oxy}piperidine-2,6-dione
  参考文献：
  名称：

  N-（3-苯基丙酰氧基）邻苯二甲酰亚胺和N-甲苯磺酰氧基衍生物的Lossen型重排与几种亲核试剂的研究

  摘要：

  研究了N-（3-苯基丙酰氧基）邻苯二甲酰亚胺（1a）和N-甲苯磺酰氧基（5a，b）衍生物与亲核试剂的反应，发现它们通过Lossen型重排产生了产物。为了获得该反应机理的范围，在相似条件下进一步研究了几种N-磺酰氧基酰亚胺衍生物与各种亲核试剂的反应，发现它们以高收率提供了相应的相同类型的产物。

  DOI：

  10.1016/j.tet.2010.01.074

文献信息

• Lossen-Type Rearrangement Products in the Reaction of N-(Phthalimidoyloxy)-3-phenylpropionate and -tosylate with Benzyl Alcohol
  作者：Hiroyuki Morita、Shunsuke Takagi、Md. Chanmiya Sheikh、Asako Ogasawara、Masayuki Ohira、Hitoshi Abe

  DOI：10.3987/com-09-11643

  日期：——

  This paper reports the reaction of N-(phthalimidoyloxy)-3-phenylpropionate (2a) and -tosylate (6) with benzyl alcohol as a nucleophile to afford the products via Lossen-type rearrangement. To study the scope of this reaction mechanism, we also studied the reaction of several N-sulfonyloxyimide derivatives with benzyl alcohol under similar conditions and found that the same types of products were obtained

  本文报道了 N-(phthalimidoyloxy)-3-phenylpropionate (2a) 和 -tosylate (6) 与苯甲醇作为亲核试剂的反应，通过 Lossen 型重排得到产物。为了研究这种反应机理的范围，我们还研究了几种 N-磺酰氧基酰亚胺衍生物与苯甲醇在相似条件下的反应，发现以高收率获得了相同类型的产物。
• HALOGEN-FREE SULPHONIC ACID ESTER AND/OR SULPHINIC ACID ESTER AS FLAME RETARDANT, FLAME RETARDANT SYNERGISTS AND RADICAL GENERATORS IN PLASTICS
  申请人：FRAUNHOFER-GESELLSCHAFT ZUR FÖRDERUNG DER ANGEWANDTEN FORSCHUNG E. V.

  公开号：US20200231783A1

  公开（公告）日：2020-07-23

  The present invention relates to the use of halogen-free sulphonic acid esters and/or sulphinic acid esters as flame retardant and/or flame retardant synergists in plastics. The invention furthermore relates to the use of said compounds as radical generators in plastics, particularly in order to increase the molecular weight of the plastics, to branch and/or cross-link the plastics, to reduce the molecular weight of the plastics, to influence the molecular weight distribution of the plastics and to graft unsaturated monomers to the plastics. The present invention furthermore relates to the use of flame-retardant plastic compositions in the electrical or electronics industry, construction industry, transport industry, preferably automobiles, aircraft, trains and ships, for medical applications, for household appliances, vehicle parts, consumer products, packaging, furniture and textiles.