benzyl N-[(3R)-5-methyl-1-(2-methylpropylamino)-1-oxohexan-3-yl]oxycarbamate | 795300-59-3

• 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: benzyl N-[(3R)-5-methyl-1-(2-methylpropylamino)-1-oxohexan-3-yl]oxycarbamate
• CAS: 795300-59-3
• 化学式: C₁₉H₃₀N₂O₄
• 分子量: 350.458
• InChiKey: DNROFCBDWLOSGK-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl N-[(3R)-5-methyl-1-(2-methylpropylamino)-1-oxohexan-3-yl]oxycarbamate 在 4-二甲氨基吡啶 、 氢溴酸 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 22.0h， 生成 benzyl N-[(3R)-5-methyl-1-[[(3R)-5-methyl-1-(2-methylpropylamino)-1-oxohexan-3-yl]oxyamino]-1-oxohexan-3-yl]oxycarbamate
  参考文献：
  名称：

  Synthesis of Chiral β³-Aminoxy Peptides

  摘要：

  A series of chiral beta(3)-aminoxy acids or amides with various side chains have been synthesized via two different approaches. One is the Arndt-Eistert homologation approach, using chiral alpha-aminoxy acids as starting materials. The other approach, utilizing the enantioselective reduction of beta-keto esters catalyzed by baker's yeast or chiral Ru(II) complexes, produces chiral beta(3)-aminoxy acids with nonproteinaceous side chains. The oligomers of beta(3)-aminoxy acids can be readily prepared using EDCI/HOAt as the coupling reagent.

  DOI：

  10.1021/jo049174f
• 作为产物：
  描述：

  (R)-2-((((benzyloxy)carbonyl)amino)oxy)-4-methylpentanoic acid 在 4-二甲氨基吡啶 、 silver benzoate 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 33.25h， 生成 benzyl N-[(3R)-5-methyl-1-(2-methylpropylamino)-1-oxohexan-3-yl]oxycarbamate
  参考文献：
  名称：

  Synthesis of Chiral β³-Aminoxy Peptides

  摘要：

  A series of chiral beta(3)-aminoxy acids or amides with various side chains have been synthesized via two different approaches. One is the Arndt-Eistert homologation approach, using chiral alpha-aminoxy acids as starting materials. The other approach, utilizing the enantioselective reduction of beta-keto esters catalyzed by baker's yeast or chiral Ru(II) complexes, produces chiral beta(3)-aminoxy acids with nonproteinaceous side chains. The oligomers of beta(3)-aminoxy acids can be readily prepared using EDCI/HOAt as the coupling reagent.

  DOI：

  10.1021/jo049174f

文献信息

• Synthesis of Chiral β³-Aminoxy Peptides
  作者：Dan Yang、Yu-Hui Zhang、Bing Li、Dan-Wei Zhang

  DOI：10.1021/jo049174f

  日期：2004.10.1

  A series of chiral beta(3)-aminoxy acids or amides with various side chains have been synthesized via two different approaches. One is the Arndt-Eistert homologation approach, using chiral alpha-aminoxy acids as starting materials. The other approach, utilizing the enantioselective reduction of beta-keto esters catalyzed by baker's yeast or chiral Ru(II) complexes, produces chiral beta(3)-aminoxy acids with nonproteinaceous side chains. The oligomers of beta(3)-aminoxy acids can be readily prepared using EDCI/HOAt as the coupling reagent.