1-benzyl-3-(4-methylphenylsulfonyl)-5-methylpiperidine-2,6-dione | 330173-16-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-benzyl-3-(4-methylphenylsulfonyl)-5-methylpiperidine-2,6-dione
• 英文别名: 1-Benzyl-3-methyl-5-(4-methylphenyl)sulfonylpiperidine-2,6-dione
• CAS: 330173-16-5
• 化学式: C₂₀H₂₁NO₄S
• 分子量: 371.457
• InChiKey: GUAPJNKJZHLRHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  79.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-benzyl-3-(4-methylphenylsulfonyl)-5-methylpiperidine-2,6-dione 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 24.25h， 生成
  参考文献：
  名称：

  A facile approach to polysubstituted 2-pyridones. Application to the synthesis of 3,4-disubstituted isoquinolinone and total synthesis of oxyisoterihanine

  摘要：

  A facile approach to polysubstituted 2-pyridones from 1-benzyl- 5,6-dialkyl-3-(4-toluenesulfonyl) pyridin-2-one was described. A new approach to 3,4-disubstituted isoquinolinone and total synthesis of oxyisoterihanine will also be reported. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.101
• 作为产物：
  描述：

  sodium 4-methylbenzenesulfinate 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 1-benzyl-3-(4-methylphenylsulfonyl)-5-methylpiperidine-2,6-dione
  参考文献：
  名称：

  N-苄基-3-磺酰基戊二酰亚胺的有效合成。芳香酶抑制剂AG-1的正式合成

  摘要：

  研究了取代的戊二酰亚胺的正式的[3 + 3]环加成策略。使用N-苄基α-磺酰基乙酰胺和各种α，β-不饱和酯作为起始原料。

  DOI：

  10.1016/s0040-4039(00)01845-1

文献信息

• 1,8-Diazabicyclo[5.4.0]undec-7-ene: A Remarkable Base in the Debromination of 4- or 5-Substituted<i>N</i>-Benzyl α-Bromo-α-<i>p</i>-Toluenesulfonylglutarimide
  作者：Meng-Yang Chang、John Yi-Chung Lin、Shui-Tein Chen、Nein-Chen Chang

  DOI：10.1002/jccs.200200145

  日期：2002.12

  115, Tai wan, R.O.C. b De part ment of Chem is try, Na tional Sun Yat-Sen Uni ver sity, Kaohsiung 804, Tai wan, R.O.C. Debromination of N-benzyl 4- or 5-substituted -bromo- -p-toluenesulfonylglutarimides is achieved with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to give the N-benzyl 4- or 5-substituted -p-toluene sul fonyl glutarimides. The DBU/THF sys tem is ap plied to a new meth od ol ogy for the syn

  b( ) a 生物化学研究所，中华民国台湾省南康市南康市中央研究院 b 国立中山大学化学系sity, Kaohsiung 804, Taiwan, ROC 用 1,8-二氮杂双环[5.4.0]undec-7-ene (DBU) 将 N-苄基 4-或 5-取代的-溴--对甲苯磺酰基戊二酰亚胺脱溴得到N-苄基4-或5-取代-对甲苯磺酰戊二酰亚胺。将 DBU/THF 系统应用于以中等收率合成双环戊二酰亚胺骨架的新方法。
• Regioselective reduction of N-alkyl-3-sulfonyl glutarimides. Synthesis of 3,4-dihydro-3-tosylpyridin-2-ones
  作者：Bo-Rui Chang、Chung-Yi Chen、Nein-Chen Chang

  DOI：10.1016/s0040-4039(02)00446-x

  日期：2002.4

  Treatment of N-alkyl-3-sulfonyl glutarimides (1) with sodium hydride and then lithium aluminum hydride could give regioselective reduced hydroxy piperidones (5) which were further dehydrated to 3,4-dihydro-3-tosylpyridin-2-ones (6) in the presence of boron trifluoride.

  用氢化钠然后氢化铝锂处理N-烷基-3-磺酰基戊二酰亚胺（1），然后生成区域选择性的还原羟基哌啶酮（5），将其进一步脱水成3,4-二氢-3-甲苯磺酰基吡啶-2-酮（6））在三氟化硼的存在下。
• An efficient synthesis of N-benzyl-3-sulfonyl glutarimides. Formal synthesis of the aromatase inhibitor AG-1
  作者：Meng-Yang Chang、Bo-Rui Chang、Huo-Mu Tai、Nein-Chen Chang

  DOI：10.1016/s0040-4039(00)01845-1

  日期：2000.12

  A formal [3+3] cycloaddition strategy to substituted glutarimides was studied. N-Benzyl α-sulfonylacetamides and various α,β-unsaturated esters were used as starting materials.

  研究了取代的戊二酰亚胺的正式的[3 + 3]环加成策略。使用N-苄基α-磺酰基乙酰胺和各种α，β-不饱和酯作为起始原料。
• A facile approach to polysubstituted 2-pyridones. Application to the synthesis of 3,4-disubstituted isoquinolinone and total synthesis of oxyisoterihanine
  作者：Tsung-Hsiu Tsai、Wen-Hsuan Chung、Jung-Kai Chang、Ru-Ting Hsu、Nein-Chen Chang

  DOI：10.1016/j.tet.2007.06.101

  日期：2007.9

  A facile approach to polysubstituted 2-pyridones from 1-benzyl- 5,6-dialkyl-3-(4-toluenesulfonyl) pyridin-2-one was described. A new approach to 3,4-disubstituted isoquinolinone and total synthesis of oxyisoterihanine will also be reported. (C) 2007 Elsevier Ltd. All rights reserved.