((1R,2S)-1-Azido-2-triisopropylsilanyloxy-propyl)-phosphonic acid diethyl ester | 178802-53-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: ((1R,2S)-1-Azido-2-triisopropylsilanyloxy-propyl)-phosphonic acid diethyl ester
• 英文别名: [(1R,2S)-1-azido-1-diethoxyphosphorylpropan-2-yl]oxy-tri(propan-2-yl)silane
• CAS: 178802-53-4
• 化学式: C₁₆H₃₆N₃O₄PSi
• 分子量: 393.539
• InChiKey: YVGBAZDJGOMRQI-JKSUJKDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.47
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ((1R,2S)-1-Azido-2-triisopropylsilanyloxy-propyl)-phosphonic acid diethyl ester 在 platinum(IV) oxide 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 0.5h， 以100%的产率得到((1R,2S)-1-Amino-2-triisopropylsilanyloxy-propyl)-phosphonic acid diethyl ester
  参考文献：
  名称：

  Efficient synthesis of the four diastereomers of phosphothreonine from lactalhehyde

  摘要：

  The four stereoisomers of phosphothreonine are obtained in high diastereomeric purity based on the stereoselective addition of trimethylsilyldiethylphosphite (TMSDEP) to scalemic N-trimethylsilyl-lacticimine and addition of TMSDEP to lactaldehyde followed by Mitsunobu inversion of the corresponding alpha-hydroxy-beta-silyloxy phosphonate. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00164-4
• 作为产物：
  描述：

  (1S,2S)-1-diethoxyphosphoryl-2-tri(propan-2-yl)silyloxypropan-1-ol 在 三(2-氯乙基)胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 苯 为溶剂， 以67%的产率得到((1R,2S)-1-Azido-2-triisopropylsilanyloxy-propyl)-phosphonic acid diethyl ester
  参考文献：
  名称：

  Efficient synthesis of the four diastereomers of phosphothreonine from lactalhehyde

  摘要：

  The four stereoisomers of phosphothreonine are obtained in high diastereomeric purity based on the stereoselective addition of trimethylsilyldiethylphosphite (TMSDEP) to scalemic N-trimethylsilyl-lacticimine and addition of TMSDEP to lactaldehyde followed by Mitsunobu inversion of the corresponding alpha-hydroxy-beta-silyloxy phosphonate. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00164-4

文献信息

• Efficient synthesis of the four diastereomers of phosphothreonine from lactalhehyde
  作者：Alessandro Bongini、Roberto Camerini、Mauro Panunzio

  DOI：10.1016/0957-4166(96)00164-4

  日期：1996.5

  The four stereoisomers of phosphothreonine are obtained in high diastereomeric purity based on the stereoselective addition of trimethylsilyldiethylphosphite (TMSDEP) to scalemic N-trimethylsilyl-lacticimine and addition of TMSDEP to lactaldehyde followed by Mitsunobu inversion of the corresponding alpha-hydroxy-beta-silyloxy phosphonate. Copyright (C) 1996 Elsevier Science Ltd