N-methoxy-N-methyl-3-(2-prop-2-enyl-1,3-dioxolan-2-yl)propanamide | 1208257-49-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-methoxy-N-methyl-3-(2-prop-2-enyl-1,3-dioxolan-2-yl)propanamide
• CAS: 1208257-49-1
• 化学式: C₁₁H₁₉NO₄
• 分子量: 229.276
• InChiKey: HCSFKTSFFVBQNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-methoxy-N-methyl-3-(2-prop-2-enyl-1,3-dioxolan-2-yl)propanamide 、 tert-butyl-dimethyl-[(3S,4S)-4-methyl-5-tri(propan-2-yl)silyloxypent-1-en-3-yl]oxysilane 在 Hoveyda-Grubbs catalyst second generation 作用下， 以 二氯甲烷 为溶剂， 反应 168.0h， 以85%的产率得到
  参考文献：
  名称：

  Spirodiepoxide Strategy to the C Ring of Pectenotoxin 4: Synthesis of the C1−C19 Sector

  摘要：

  The synthesis of a C1-C19 precursor to pectenotoxin 4 is presented, The strategy employed the functionalized allene shown. Key features include: olefin metathesis of two simple fragments to prepare the left portion of the allene-precursor, diastereoselective propargylation of an epoxy aldehyde to form the right portion, use of the DMDO-stable m-fluorobenzyl ether, and an allene spirodiepoxidation/C-ring formation cascade.

  DOI：

  10.1021/ol902984e
• 作为产物：
  描述：

  、 二甲羟胺盐酸盐 在 异丙基氯化镁 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.5h， 以349 mg的产率得到N-methoxy-N-methyl-3-(2-prop-2-enyl-1,3-dioxolan-2-yl)propanamide
  参考文献：
  名称：

  Spirodiepoxide Strategy to the C Ring of Pectenotoxin 4: Synthesis of the C1−C19 Sector

  摘要：

  The synthesis of a C1-C19 precursor to pectenotoxin 4 is presented, The strategy employed the functionalized allene shown. Key features include: olefin metathesis of two simple fragments to prepare the left portion of the allene-precursor, diastereoselective propargylation of an epoxy aldehyde to form the right portion, use of the DMDO-stable m-fluorobenzyl ether, and an allene spirodiepoxidation/C-ring formation cascade.

  DOI：

  10.1021/ol902984e

文献信息

• Spirodiepoxide Strategy to the C Ring of Pectenotoxin 4: Synthesis of the C1−C19 Sector
  作者：Sipak Joyasawal、Stephen D. Lotesta、N. G. Akhmedov、Lawrence J. Williams

  DOI：10.1021/ol902984e

  日期：2010.3.5

  The synthesis of a C1-C19 precursor to pectenotoxin 4 is presented, The strategy employed the functionalized allene shown. Key features include: olefin metathesis of two simple fragments to prepare the left portion of the allene-precursor, diastereoselective propargylation of an epoxy aldehyde to form the right portion, use of the DMDO-stable m-fluorobenzyl ether, and an allene spirodiepoxidation/C-ring formation cascade.