Ethyl 2-[2-[2-[(4-methylphenyl)sulfonylamino]-2-phenylethyl]-1,3-dioxolan-2-yl]acetate | 942301-27-1

• 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: Ethyl 2-[2-[2-[(4-methylphenyl)sulfonylamino]-2-phenylethyl]-1,3-dioxolan-2-yl]acetate
• 英文别名: ethyl 2-[2-[2-[(4-methylphenyl)sulfonylamino]-2-phenylethyl]-1,3-dioxolan-2-yl]acetate
• CAS: 942301-27-1
• 化学式: C₂₂H₂₇NO₆S
• 分子量: 433.525
• InChiKey: YFCBUHVLZRKUOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  99.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Ethyl 2-[2-[2-[(4-methylphenyl)sulfonylamino]-2-phenylethyl]-1,3-dioxolan-2-yl]acetate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 N-[2-[2-(2-hydroxyethyl)-1,3-dioxolan-2-yl]-1-phenylethyl]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Regioselective addition of 1,3-dicarbonyl dianion to N-sulfonyl aldimines: an expedient route to N-sulfonyl piperidines and N-sulfonyl azetidines

  摘要：

  A simple route for the synthesis of delta-amino-beta-keto esters and delta-amino-beta-diketones is reported. This involves regioselective addition of 1,3-dianions derived from ethyl acetoacetate and acetyl acetone to N-sulfonyl aldimines. The delta-amino-beta-keto ester derivatives were further converted into the corresponding N-sulfonyl piperidines and N-sulfonyl azetidines. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.03.081
• 作为产物：
  描述：

  N-tosylbenzaldimine 在 正丁基锂 、 对甲苯磺酸 、 二异丙胺 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 1.0h， 生成 Ethyl 2-[2-[2-[(4-methylphenyl)sulfonylamino]-2-phenylethyl]-1,3-dioxolan-2-yl]acetate
  参考文献：
  名称：

  Regioselective addition of 1,3-dicarbonyl dianion to N-sulfonyl aldimines: an expedient route to N-sulfonyl piperidines and N-sulfonyl azetidines

  摘要：

  A simple route for the synthesis of delta-amino-beta-keto esters and delta-amino-beta-diketones is reported. This involves regioselective addition of 1,3-dianions derived from ethyl acetoacetate and acetyl acetone to N-sulfonyl aldimines. The delta-amino-beta-keto ester derivatives were further converted into the corresponding N-sulfonyl piperidines and N-sulfonyl azetidines. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.03.081

文献信息

• Regioselective addition of 1,3-dicarbonyl dianion to N-sulfonyl aldimines: an expedient route to N-sulfonyl piperidines and N-sulfonyl azetidines
  作者：Manas K. Ghorai、Amit Kumar、Sandipan Halder

  DOI：10.1016/j.tet.2007.03.081

  日期：2007.5

  A simple route for the synthesis of delta-amino-beta-keto esters and delta-amino-beta-diketones is reported. This involves regioselective addition of 1,3-dianions derived from ethyl acetoacetate and acetyl acetone to N-sulfonyl aldimines. The delta-amino-beta-keto ester derivatives were further converted into the corresponding N-sulfonyl piperidines and N-sulfonyl azetidines. (C) 2007 Elsevier Ltd. All rights reserved.