2-((R)-3-Hydroxy-1-methyl-propoxy)-isoindole-1,3-dione | 795300-67-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-((R)-3-Hydroxy-1-methyl-propoxy)-isoindole-1,3-dione
• 英文别名: 2-[(2R)-4-hydroxybutan-2-yl]oxyisoindole-1,3-dione
• CAS: 795300-67-3
• 化学式: C₁₂H₁₃NO₄
• 分子量: 235.24
• InChiKey: XICKPOGIOFAUDI-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-((R)-3-Hydroxy-1-methyl-propoxy)-isoindole-1,3-dione 在 ruthenium(IV) oxide 、 sodium periodate 、 N-羟基-7-氮杂苯并三氮唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氯化碳 、 二氯甲烷 、 丙酮 、 乙腈 为溶剂， 反应 5.0h， 生成 (R)-N-Cyclohexyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-butyramide
  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：

  2-((R)-1-Methyl-3-trityloxy-propoxy)-isoindole-1,3-dione 在 甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.23h， 以73%的产率得到2-((R)-3-Hydroxy-1-methyl-propoxy)-isoindole-1,3-dione
  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.