N-[(1Z,3E)-2-[tert-butyl(dimethyl)silyl]oxy-4-(2-nitrophenyl)buta-1,3-dienyl]formamide | 929120-55-8

• 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: N-[(1Z,3E)-2-[tert-butyl(dimethyl)silyl]oxy-4-(2-nitrophenyl)buta-1,3-dienyl]formamide
• CAS: 929120-55-8
• 化学式: C₁₇H₂₄N₂O₄Si
• 分子量: 348.474
• InChiKey: XGJDDLHBRKFIJF-JWIYKGGMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.22
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[(1Z,3E)-2-[tert-butyl(dimethyl)silyl]oxy-4-(2-nitrophenyl)buta-1,3-dienyl]formamide 在 四氧化锇 Ba(ClO)3 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 31.0h， 生成 N-[(3aS,4S,5S,6S,7S,7aS)-5-[tert-butyl(dimethyl)silyl]oxy-5,6-dihydroxy-7-(2-nitrophenyl)-1,3-dioxo-4,6,7,7a-tetrahydro-3aH-isoindol-4-yl]formamide
  参考文献：
  名称：

  New nitrogenated siloxy butadienes from 1,3-dichloroacetone

  摘要：

  New 1-formamido-2-siloxy-1,3-butadienes have been generated from 1,3-dichloroacetone by means of phosphorane formation, formamido substitution, Wittig olefination and silylation. The procedure demonstrates the utility and versatility of this methodology for the formation of polysubstituted dienes, designed as useful building blocks for the synthesis of polycyclic alkaloids and related analogues. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.12.039
• 作为产物：
  描述：

  N-[(E)-4-(2-nitrophenyl)-2-oxobut-3-enyl]formamide 、 叔丁基二甲硅基三氟甲磺酸酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-[(1Z,3E)-2-[tert-butyl(dimethyl)silyl]oxy-4-(2-nitrophenyl)buta-1,3-dienyl]formamide
  参考文献：
  名称：

  New nitrogenated siloxy butadienes from 1,3-dichloroacetone

  摘要：

  New 1-formamido-2-siloxy-1,3-butadienes have been generated from 1,3-dichloroacetone by means of phosphorane formation, formamido substitution, Wittig olefination and silylation. The procedure demonstrates the utility and versatility of this methodology for the formation of polysubstituted dienes, designed as useful building blocks for the synthesis of polycyclic alkaloids and related analogues. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.12.039

文献信息

• New nitrogenated siloxy butadienes from 1,3-dichloroacetone
  作者：Dulce Alonso、Esther Caballero、Manuel Medarde、Fernando Tomé

  DOI：10.1016/j.tetlet.2006.12.039

  日期：2007.2

  New 1-formamido-2-siloxy-1,3-butadienes have been generated from 1,3-dichloroacetone by means of phosphorane formation, formamido substitution, Wittig olefination and silylation. The procedure demonstrates the utility and versatility of this methodology for the formation of polysubstituted dienes, designed as useful building blocks for the synthesis of polycyclic alkaloids and related analogues. (c) 2006 Elsevier Ltd. All rights reserved.