{(R)-1-[(S)-1-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxymethyl]-2-(tert-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-ethyl}-carbamic acid benzyl ester | 849240-79-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油磷脂
• 英文名称: {(R)-1-[(S)-1-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxymethyl]-2-(tert-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-ethyl}-carbamic acid benzyl ester
• CAS: 849240-79-5
• 化学式: C₅₄H₆₃N₂O₁₀PSi
• 分子量: 959.161
• InChiKey: DFMMIYBEGWGTEI-VSYJTNLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.52
• 重原子数：
  68.0
• 可旋转键数：
  26.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  139.88
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  {(R)-1-[(S)-1-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxymethyl]-2-(tert-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-ethyl}-carbamic acid benzyl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以82%的产率得到((R)-1-{(S)-2-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxy]-1-hydroxymethyl-ethylcarbamoyl}-ethyl)-carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis of structural variants of Staphylococcus aureus lipoteichoic acid (LTA)

  摘要：

  Based on 1,2-O-isopropylidene-sn-glyerol, which is readily available from D-mannitol, five chiral building blocks for the construction of structural variants of Staphylococcus aureus LTA designed and synthesized. Ligation of these building blocks led readily to the target molecules 1 and 2. They demonstrated that the D-alanine residues at the glycerophosphate backbone are decisive for the activation of the immune system. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.070
• 作为产物：
  描述：

  benzyl N-[(2R)-1-[[(2S)-1-[tert-butyl(diphenyl)silyl]oxy-3-[[di(propan-2-yl)amino]-phenylmethoxyphosphanyl]oxypropan-2-yl]amino]-1-oxopropan-2-yl]carbamate 在 四氮唑 、 叔丁基过氧化氢 作用下， 以 癸烷 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 {(R)-1-[(S)-1-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxymethyl]-2-(tert-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-ethyl}-carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis of structural variants of Staphylococcus aureus lipoteichoic acid (LTA)

  摘要：

  Based on 1,2-O-isopropylidene-sn-glyerol, which is readily available from D-mannitol, five chiral building blocks for the construction of structural variants of Staphylococcus aureus LTA designed and synthesized. Ligation of these building blocks led readily to the target molecules 1 and 2. They demonstrated that the D-alanine residues at the glycerophosphate backbone are decisive for the activation of the immune system. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.070