(E)-3-methoxy-N-methyl-N-[(2E,6Z)-11-[4-(3-phenylmethoxypropyl)-1,3-oxazol-2-yl]dodeca-2,6-dien-8-ynyl]but-2-enamide | 950697-19-5

• 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: (E)-3-methoxy-N-methyl-N-[(2E,6Z)-11-[4-(3-phenylmethoxypropyl)-1,3-oxazol-2-yl]dodeca-2,6-dien-8-ynyl]but-2-enamide
• CAS: 950697-19-5
• 化学式: C₃₁H₄₀N₂O₄
• 分子量: 504.67
• InChiKey: CHZZPNDIQSEZAL-FGSBHUPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  37
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  64.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-3-methoxy-N-methyl-N-[(2E,6Z)-11-[4-(3-phenylmethoxypropyl)-1,3-oxazol-2-yl]dodeca-2,6-dien-8-ynyl]but-2-enamide 在 P-2 nickel 氢气 、 乙二胺 作用下， 以 乙醇 为溶剂， 以55%的产率得到
  参考文献：
  名称：

  Synthesis of the C9–C29 fragments of ajudazols A and B

  摘要：

  The syntheses of both C9-C29 fragments 3 and 4 of the myxobacteria metabolites ajudazols A (1) and B (2) are described. The key steps were a cyclodehydration to form the oxazole, Sonogashira coupling to form the C18-C19 bond and a P-2 Ni mediated partial alkyne hydrogenation to install the C17-C18 Z-alkene. The C15 alkene in the ajudazol A fragnient 3 was introduced in the final steps by elimination of the corresponding primary alcohol. Crown Copyright (c) 2007 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.072
• 作为产物：
  描述：

  (+/-)-5-benzyloxy-1-tert-butyldimethylsilyloxy-2-pentanol 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 吡啶 、 四丁基氟化铵 、 二甲基氨基丙基乙基碳酰胺 、 1-羟基苯并三唑 、 戴斯-马丁氧化剂 、 甲基磺酰氯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (E)-3-methoxy-N-methyl-N-[(2E,6Z)-11-[4-(3-phenylmethoxypropyl)-1,3-oxazol-2-yl]dodeca-2,6-dien-8-ynyl]but-2-enamide
  参考文献：
  名称：

  Synthesis of the C9–C29 fragments of ajudazols A and B

  摘要：

  The syntheses of both C9-C29 fragments 3 and 4 of the myxobacteria metabolites ajudazols A (1) and B (2) are described. The key steps were a cyclodehydration to form the oxazole, Sonogashira coupling to form the C18-C19 bond and a P-2 Ni mediated partial alkyne hydrogenation to install the C17-C18 Z-alkene. The C15 alkene in the ajudazol A fragnient 3 was introduced in the final steps by elimination of the corresponding primary alcohol. Crown Copyright (c) 2007 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.072

文献信息

• Synthesis of the C9–C29 fragments of ajudazols A and B
  作者：Danny Ganame、Tim Quach、Charlotte Poole、Mark A. Rizzacasa

  DOI：10.1016/j.tetlet.2007.06.072

  日期：2007.8

  The syntheses of both C9-C29 fragments 3 and 4 of the myxobacteria metabolites ajudazols A (1) and B (2) are described. The key steps were a cyclodehydration to form the oxazole, Sonogashira coupling to form the C18-C19 bond and a P-2 Ni mediated partial alkyne hydrogenation to install the C17-C18 Z-alkene. The C15 alkene in the ajudazol A fragnient 3 was introduced in the final steps by elimination of the corresponding primary alcohol. Crown Copyright (c) 2007 Published by Elsevier Ltd. All rights reserved.