2-bromo-6-[tert-butyl(dimethyl)silyl]oxy-N,N-diethyl-4-methoxybenzamide | 460348-05-4

• 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: 2-bromo-6-[tert-butyl(dimethyl)silyl]oxy-N,N-diethyl-4-methoxybenzamide
• CAS: 460348-05-4
• 化学式: C₁₈H₃₀BrNO₃Si
• 分子量: 416.431
• InChiKey: CWQZIMAKYCXYDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.32
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-bromo-6-[tert-butyl(dimethyl)silyl]oxy-N,N-diethyl-4-methoxybenzamide 在 4-二甲氨基吡啶 、 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 水 为溶剂， 反应 11.0h， 生成 (2S,Z)-6-((4S)-2,2-dimethyl-5-(prop-2-yn-1-yl)-1,3-dioxolan-4-yl)-6-((4-methoxybenzyl)oxy)hex-4-en-2-yl 2-bromo-6-hydroxy-4-methoxybenzoate
  参考文献：
  名称：

  Convergent stereospecific synthesis of C292 (or LL-Z1640-2), and hypothemycin. Part 1

  摘要：

  The stereospecific synthesis of the precursors required for the 14-membered ring formation either via an intramolecular Suzuki coupling or via an intermolecular Suzuki coupling followed by a macrolactonisation is herein reported. One-pot Suzuki couplings were here achieved with vinyldisiamylboranes which were generated in situ from the related chiral precursor. The present convergent approach of C292 (or LL-21640-2) and hypothemycin gives a flexible access to related macrolides. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00870-5
• 作为产物：
  描述：

  4-甲氧基水杨酸 在 叔丁基锂 、 N,N-二异丙基乙胺 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 、 正戊烷 为溶剂， 反应 3.17h， 生成 2-bromo-6-[tert-butyl(dimethyl)silyl]oxy-N,N-diethyl-4-methoxybenzamide
  参考文献：
  名称：

  Convergent stereospecific synthesis of C292 (or LL-Z1640-2), and hypothemycin. Part 1

  摘要：

  The stereospecific synthesis of the precursors required for the 14-membered ring formation either via an intramolecular Suzuki coupling or via an intermolecular Suzuki coupling followed by a macrolactonisation is herein reported. One-pot Suzuki couplings were here achieved with vinyldisiamylboranes which were generated in situ from the related chiral precursor. The present convergent approach of C292 (or LL-21640-2) and hypothemycin gives a flexible access to related macrolides. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00870-5

文献信息

• Convergent stereospecific synthesis of C292 (or LL-Z1640-2), and hypothemycin. Part 1
  作者：Patrice Sellès、Robert Lett

  DOI：10.1016/s0040-4039(02)00870-5

  日期：2002.5

  The stereospecific synthesis of the precursors required for the 14-membered ring formation either via an intramolecular Suzuki coupling or via an intermolecular Suzuki coupling followed by a macrolactonisation is herein reported. One-pot Suzuki couplings were here achieved with vinyldisiamylboranes which were generated in situ from the related chiral precursor. The present convergent approach of C292 (or LL-21640-2) and hypothemycin gives a flexible access to related macrolides. (C) 2002 Elsevier Science Ltd. All rights reserved.