tert-butyl-dimethyl-[[(4S,5S)-5-[(Z)-pentadec-3-enyl]-2-phenyl-4,5-dihydro-1,3-oxazol-4-yl]methoxy]silane | 502925-03-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl-dimethyl-[[(4S,5S)-5-[(Z)-pentadec-3-enyl]-2-phenyl-4,5-dihydro-1,3-oxazol-4-yl]methoxy]silane
• CAS: 502925-03-3
• 化学式: C₃₁H₅₃NO₂Si
• 分子量: 499.853
• InChiKey: ALQOBTAYHDQLIZ-YFZMJDHMSA-N

物化性质

• 沸点：
  544.4±23.0 °C(Predicted)
• 密度：
  0.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.48
• 重原子数：
  35
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl-dimethyl-[[(4S,5S)-5-[(Z)-pentadec-3-enyl]-2-phenyl-4,5-dihydro-1,3-oxazol-4-yl]methoxy]silane 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 生成 D-赤式-二氢-D-鞘氨醇
  参考文献：
  名称：

  Stereoselective synthesis of d-erythro- and l-threo-sphinganines via palladium-catalyzed equilibration and Suzuki coupling

  摘要：

  The Pd-catalyzed isomerization of 5-vinyloxazolines was utilized for the stereoselective synthesis of D-erythro- and L-threo-spinganine triacetate. A hydroboration/Suzuki coupling sequence was employed to elongate the hydrophobic chain. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02309-2
• 作为产物：
  描述：

  (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)propanoate 在 9-borabicyclo[3.3.1]nonane dimer 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 tert-butyl-dimethyl-[[(4S,5S)-5-[(Z)-pentadec-3-enyl]-2-phenyl-4,5-dihydro-1,3-oxazol-4-yl]methoxy]silane
  参考文献：
  名称：

  Stereoselective synthesis of d-erythro- and l-threo-sphinganines via palladium-catalyzed equilibration and Suzuki coupling

  摘要：

  The Pd-catalyzed isomerization of 5-vinyloxazolines was utilized for the stereoselective synthesis of D-erythro- and L-threo-spinganine triacetate. A hydroboration/Suzuki coupling sequence was employed to elongate the hydrophobic chain. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02309-2

文献信息

• Stereoselective synthesis of d-erythro- and l-threo-sphinganines via palladium-catalyzed equilibration and Suzuki coupling
  作者：Gregory R. Cook、Ketheeswaran Pararajasingham

  DOI：10.1016/s0040-4039(02)02309-2

  日期：2002.12

  The Pd-catalyzed isomerization of 5-vinyloxazolines was utilized for the stereoselective synthesis of D-erythro- and L-threo-spinganine triacetate. A hydroboration/Suzuki coupling sequence was employed to elongate the hydrophobic chain. (C) 2002 Elsevier Science Ltd. All rights reserved.