N-{(2R,3S)-3-[(S)-sec-butyl]-3-hydroxy-2-methylhex-5-enyl} (-)-camphorsultam | 1181349-63-2

• 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,3S)-3-[(S)-sec-butyl]-3-hydroxy-2-methylhex-5-enyl} (-)-camphorsultam
• 英文别名: (2R,3S)-3-[(2S)-butan-2-yl]-1-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-3-hydroxy-2-methylhex-5-en-1-one；(2R,3S)-3-[(2S)-butan-2-yl]-1-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-3-hydroxy-2-methylhex-5-en-1-one
• CAS: 1181349-63-2
• 化学式: C₂₁H₃₅NO₄S
• 分子量: 397.579
• InChiKey: UEHKFNYFDJQNCT-KKWCFARXSA-N

物化性质

• 沸点：
  516.2±60.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-{(2R,3S)-3-[(S)-sec-butyl]-3-hydroxy-2-methylhex-5-enyl} (-)-camphorsultam 在 lithium aluminium tetrahydride 作用下， 反应 0.5h， 以70%的产率得到(2S,3S)-3-[(S)-sec-butyl]-2-methylhex-5-ene-1,3-diol
  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
• 作为产物：
  描述：

  N-[(2R,4S)-2,4-dimethyl-3-oxohexanoyl] (-)-camphorsultam 、 烯丙基三丁基锡 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 0.34h， 以94%的产率得到N-{(2R,3S)-3-[(S)-sec-butyl]-3-hydroxy-2-methylhex-5-enyl} (-)-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.