(+)-N,N'-{2-[(benzyloxy)imino]propane-1,3-diyl}bis{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]carboxamide} | 949087-01-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+)-N,N'-{2-[(benzyloxy)imino]propane-1,3-diyl}bis{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]carboxamide}
• 英文别名: (4R)-N-[3-[[(4R)-2,2-dimethyl-1,3-dioxolane-4-carbonyl]amino]-2-phenylmethoxyiminopropyl]-2,2-dimethyl-1,3-dioxolane-4-carboxamide
• CAS: 949087-01-8
• 化学式: C₂₂H₃₁N₃O₇
• 分子量: 449.504
• InChiKey: RBBVYXQKOZEJPW-QZTJIDSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (+)-N,N'-{2-[(benzyloxy)imino]propane-1,3-diyl}bis{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]carboxamide} 在 camphor-10-sulfonic acid 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以100%的产率得到N,N'-{2-[(benzyloxy)imino]propane-1,3-diyl}-bis[(2R)-2,3-dihydroxypropanamide]
  参考文献：
  名称：

  Synthetic studies towards 4,10-diaza-1,7-dioxaspiro[5.5]undecanes: access to 3-aza-6,8-dioxabicyclo[3.2.1]octan-2-one and 2H-1,4-oxazin-3(4H)-one frameworks

  摘要：

  Synthetic approaches towards 4,10-diaza-1,7-dioxaspiro[5.5] undecanes starting from 1,3-dichloroacetone and solketal derivatives are explored. The method relies on the preparation of a key bis-substituted dihydroxy-protected oxime, which would undergo a final acidic deprotection-spiroacetalization process. Although the desired diazaspiroketal framework could not be obtained, our conditions led to the unexpected 3-aza-6,8-dioxabicyclo[3.2.1] octan-2-one 18 or to the oxazinone 32 in good yields. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.05.109
• 作为产物：
  描述：

  (S)-(+)-1,2-异亚丙基甘油 在 吡啶 、 4-二甲氨基吡啶 、 氢氧化钾 、 potassium permanganate 、 草酰氯 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 28.0h， 生成 (+)-N,N'-{2-[(benzyloxy)imino]propane-1,3-diyl}bis{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]carboxamide}
  参考文献：
  名称：

  Synthetic studies towards 4,10-diaza-1,7-dioxaspiro[5.5]undecanes: access to 3-aza-6,8-dioxabicyclo[3.2.1]octan-2-one and 2H-1,4-oxazin-3(4H)-one frameworks

  摘要：

  Synthetic approaches towards 4,10-diaza-1,7-dioxaspiro[5.5] undecanes starting from 1,3-dichloroacetone and solketal derivatives are explored. The method relies on the preparation of a key bis-substituted dihydroxy-protected oxime, which would undergo a final acidic deprotection-spiroacetalization process. Although the desired diazaspiroketal framework could not be obtained, our conditions led to the unexpected 3-aza-6,8-dioxabicyclo[3.2.1] octan-2-one 18 or to the oxazinone 32 in good yields. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.05.109

文献信息

• Synthetic studies towards 4,10-diaza-1,7-dioxaspiro[5.5]undecanes: access to 3-aza-6,8-dioxabicyclo[3.2.1]octan-2-one and 2H-1,4-oxazin-3(4H)-one frameworks
  作者：Marlène Goubert、Loïc Toupet、Marie-Eve Sinibaldi、Isabelle Canet

  DOI：10.1016/j.tet.2007.05.109

  日期：2007.8

  Synthetic approaches towards 4,10-diaza-1,7-dioxaspiro[5.5] undecanes starting from 1,3-dichloroacetone and solketal derivatives are explored. The method relies on the preparation of a key bis-substituted dihydroxy-protected oxime, which would undergo a final acidic deprotection-spiroacetalization process. Although the desired diazaspiroketal framework could not be obtained, our conditions led to the unexpected 3-aza-6,8-dioxabicyclo[3.2.1] octan-2-one 18 or to the oxazinone 32 in good yields. (c) 2007 Elsevier Ltd. All rights reserved.