N-[(2R)-5-(tert-butyldimethylsiloxy)-2-methyl-3-oxopentanoyl] (-)-camphorsultam | 1181349-41-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-[(2R)-5-(tert-butyldimethylsiloxy)-2-methyl-3-oxopentanoyl] (-)-camphorsultam
• 英文别名: (2R)-5-[tert-butyl(dimethyl)silyl]oxy-1-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-2-methylpentane-1,3-dione；(2R)-5-[tert-butyl(dimethyl)silyl]oxy-1-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-2-methylpentane-1,3-dione
• CAS: 1181349-41-6
• 化学式: C₂₂H₃₉NO₅SSi
• 分子量: 457.707
• InChiKey: LFOLJWFYODGJLB-RPLGYBLPSA-N

物化性质

• 沸点：
  514.5±60.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  89.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (1S)-(-)-N-(2-diazo)propionyl 2,10-camphorsultam 、 3-(叔丁基-二甲基-硅烷基OXY)-丙醛 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以81%的产率得到N-[(2R)-5-(tert-butyldimethylsiloxy)-2-methyl-3-oxopentanoyl] (-)-camphorsultam
  参考文献：
  名称：

  Stereoselective Synthesis of α-Alkyl-β-keto Imides via Asymmetric Redox C−C Bond Formation between α-Alkyl-α-diazocarbonyl Compounds and Aldehydes

  摘要：

  Asymmetric redox C-C bond formation between alpha-alkyl-alpha-diazocarbonyl compounds and aldehydes was developed as a practical and general method for the construction of alpha-alkyl-beta-keto imides having a chiral nonracemic tertiary stereogenic center.

  DOI：

  10.1021/ja903500w

文献信息

• Stereoselective Synthesis of α-Alkyl-β-keto Imides via Asymmetric Redox C−C Bond Formation between α-Alkyl-α-diazocarbonyl Compounds and Aldehydes
  作者：Takuya Hashimoto、Hisashi Miyamoto、Yuki Naganawa、Keiji Maruoka

  DOI：10.1021/ja903500w

  日期：2009.8.19

  Asymmetric redox C-C bond formation between alpha-alkyl-alpha-diazocarbonyl compounds and aldehydes was developed as a practical and general method for the construction of alpha-alkyl-beta-keto imides having a chiral nonracemic tertiary stereogenic center.