(S)-2-[(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-propyl-1,2-dihydro-naphthalen-1-yl]-4-isopropyl-4,5-dihydro-oxazole | 154548-00-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-2-[(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-propyl-1,2-dihydro-naphthalen-1-yl]-4-isopropyl-4,5-dihydro-oxazole
• 英文别名: dimethyl-phenyl-[(1S,2S)-1-[(4S)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]-1-propyl-2H-naphthalen-2-yl]silane
• CAS: 154548-00-2
• 化学式: C₂₇H₃₅NOSi
• 分子量: 417.666
• InChiKey: RYBBMVHNZLPDGX-CMTIAEDTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.19
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-2-[(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-propyl-1,2-dihydro-naphthalen-1-yl]-4-isopropyl-4,5-dihydro-oxazole 在 palladium on activated charcoal 四丁基氟化铵 、 氢气 作用下， 反应 1.5h， 生成 (S)-1-Propyl-1,2,3,4-tetrahydro-naphthalene-1-carbaldehyde
  参考文献：
  名称：

  Asymmetric Synthesis of 1,1-Disubstituted Tetralins and Dihydronaphthalenes by Diastereoselective Addition of Lithiosilanes to Chiral Naphthalenes

  摘要：

  Highly diastereoselective additions of lithiosilanes to chiral naphthalenes can be performed in ether/THF. Trapping of the resulting azaenolate, followed by protodesilylation, allows access to 1,1-disubstituted tetralins or dihydronaphthalenes in good yields and high enantiomeric excess.

  DOI：

  10.1021/jo00084a007
• 作为产物：
  描述：

  (S)-4-isopropyl-2-(naphthalen-1-yl)-4,5-dihydro-1,3-oxazole 、 苯基二甲基氯硅烷 、 alkaline earth salt of/the/ methylsulfuric acid 在 lithium 作用下， 生成 (S)-2-[(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-propyl-1,2-dihydro-naphthalen-1-yl]-4-isopropyl-4,5-dihydro-oxazole 、 (S)-2-[(1R,2R)-2-(Dimethyl-phenyl-silanyl)-1-propyl-1,2-dihydro-naphthalen-1-yl]-4-isopropyl-4,5-dihydro-oxazole
  参考文献：
  名称：

  Asymmetric Synthesis of 1,1-Disubstituted Tetralins and Dihydronaphthalenes by Diastereoselective Addition of Lithiosilanes to Chiral Naphthalenes

  摘要：

  Highly diastereoselective additions of lithiosilanes to chiral naphthalenes can be performed in ether/THF. Trapping of the resulting azaenolate, followed by protodesilylation, allows access to 1,1-disubstituted tetralins or dihydronaphthalenes in good yields and high enantiomeric excess.

  DOI：

  10.1021/jo00084a007

文献信息

• Asymmetric Synthesis of 1,1-Disubstituted Tetralins and Dihydronaphthalenes by Diastereoselective Addition of Lithiosilanes to Chiral Naphthalenes
  作者：Alison N. Hulme、A. I. Meyers

  DOI：10.1021/jo00084a007

  日期：1994.3

  Highly diastereoselective additions of lithiosilanes to chiral naphthalenes can be performed in ether/THF. Trapping of the resulting azaenolate, followed by protodesilylation, allows access to 1,1-disubstituted tetralins or dihydronaphthalenes in good yields and high enantiomeric excess.