硅烷胺,1,1,1-三甲基-N-[2-[[三(1-甲基乙基)甲硅烷基]氧代]亚丙基]-,(S)- | 163440-49-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 硅烷胺,1,1,1-三甲基-N-[2-[[三(1-甲基乙基)甲硅烷基]氧代]亚丙基]-,(S)-
• 英文名称: N-trimethylsilylimine of 2(S)-(triisopropylsilyloxy)lactaldehyde
• 英文别名: (2S)-2-(triisopropylsilyloxy)-N-(trimethylsilyl) propanimine；(2S)-N-trimethylsilyl-2-tri(propan-2-yl)silyloxypropan-1-imine
• CAS: 163440-49-1
• 化学式: C₁₅H₃₅NOSi₂
• 分子量: 301.62
• InChiKey: QMEBYHVEPHMKCA-HNNXBMFYSA-N

物化性质

• 沸点：
  303.8±44.0 °C(Predicted)
• 密度：
  0.84±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.47
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 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：

  硅烷胺,1,1,1-三甲基-N-[2-[[三(1-甲基乙基)甲硅烷基]氧代]亚丙基]-,(S)- 在 三氟化硼乙醚 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 11.0h， 生成 (2S,6S)-2-((S)-1-triisopropylsilyloxyethyl)-6-phenyl-1,3-oxazinan-4-one
  参考文献：
  名称：

  Synthesis of enantiomerically pure (S)- and (R)-fluoxetine (Prozac®) via a hetero Diels–Alder strategy

  摘要：

  A new route to enantiomerically pure (R)- and (S)-fluoxetine is described using a hetero Diels-Alder strategy. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.09.009
• 作为产物：
  描述：

  (2S)-2-(triisopropylsilyloxy)propionaldehyde 在 lithium hexamethyldisilazane 作用下， 以 正己烷 、 正庚烷 为溶剂， 反应 1.0h， 生成 硅烷胺,1,1,1-三甲基-N-[2-[[三(1-甲基乙基)甲硅烷基]氧代]亚丙基]-,(S)-
  参考文献：
  名称：

  Synthesis of perhydroxazin-4-ones. Competitive Mukaiyama versus hetero Diels–Alder reaction in the cycloaddition of 2-aza-3-trimethylsilyloxy-1,3-butadiene and aldehydes

  摘要：

  The reactions of 2-aza-3-trimethylsilyloxy-1,3-butadiene with carbonyl dienophiles are described. 2-Aza-1,3-butadienes participate as dienes in the [4+2] cycloaddition with aldehydes to afford perhydroxazin-4-ones in good yields. Experimental results, however, show that a Mukaiyama type two-step reaction must be taken into account. The cycloadducts obtained have proved to be useful intermediates in the synthesis of alpha -amino-beta -hydroxy acids. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00051-9

文献信息

• A Trans-Stereoselective Synthesis of 3-Halo-4-alkyl(aryl)-NH-azetidin-2-ones
  作者：Elisa Bandini、Gianfranco Favi、Giorgio Martelli、Mauro Panunzio、Giovanni Piersanti

  DOI：10.1021/ol005633x

  日期：2000.4.1

  Conrotatory ring closure of 1-halo-3-aza-4-alkyl-1,3-dienes in refluxing toluene gives rise to 3-halo-4-aryl-2-azetidinones in satisfactory yields. Dehalogenation of the resulting beta-lactams by tris(trimethylsilyl)silane furnished 3-unsubstituted azetidinones, valuable intermediates in the synthesis of biologically active compounds.
• 10.1002/1099-0690(200209)2002:18<3153::aid-ejoc3153<3.0.co;2-d
  作者：Cainelli, Gianfranco、Giacomini, Daria、Galletti, Paola、Quintavalla, Arianna

  DOI：10.1002/1099-0690(200209)2002:18<3153::aid-ejoc3153<3.0.co;2-d

  日期：——
• Synthesis of perhydroxazin-4-ones. Competitive Mukaiyama versus hetero Diels–Alder reaction in the cycloaddition of 2-aza-3-trimethylsilyloxy-1,3-butadiene and aldehydes
  作者：Alessandro Bongini、Mauro Panunzio、Elisa Bandini、Eileen Campana、Giorgio Martelli、Giuseppe Spunta

  DOI：10.1016/s0957-4166(01)00051-9

  日期：2001.3

  The reactions of 2-aza-3-trimethylsilyloxy-1,3-butadiene with carbonyl dienophiles are described. 2-Aza-1,3-butadienes participate as dienes in the [4+2] cycloaddition with aldehydes to afford perhydroxazin-4-ones in good yields. Experimental results, however, show that a Mukaiyama type two-step reaction must be taken into account. The cycloadducts obtained have proved to be useful intermediates in the synthesis of alpha -amino-beta -hydroxy acids. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Synthesis of enantiomerically pure (S)- and (R)-fluoxetine (Prozac®) via a hetero Diels–Alder strategy
  作者：Mauro Panunzio、Katia Rossi、Emiliano Tamanini、Eileen Campana、Giorgio Martelli

  DOI：10.1016/j.tetasy.2004.09.009

  日期：2004.11

  A new route to enantiomerically pure (R)- and (S)-fluoxetine is described using a hetero Diels-Alder strategy. (C) 2004 Elsevier Ltd. All rights reserved.