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 | 849240-78-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 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
• CAS: 849240-78-4
• 化学式: C₄₃H₅₈N₃O₆PSi
• 分子量: 772.009
• InChiKey: AXLRZWDZVYTASB-CYNRCJFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.94
• 重原子数：
  54
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  98.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  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 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 癸烷 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 ((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：

  N-benzyloxycarbonyl-D-alanyl-D-serine methyl ester 在 camphor-10-sulfonic acid 吡啶 、 咪唑 、 四氮唑 、 甲醇 、 sodium tetrahydroborate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 3.58h， 生成 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
  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

文献信息

• Synthesis of structural variants of Staphylococcus aureus lipoteichoic acid (LTA)
  作者：Ignacio Figueroa-Perez、Andreas Stadelmaier、Siegfried Morath、Thomas Hartung、Richard R. Schmidt

  DOI：10.1016/j.tetasy.2004.11.070

  日期：2005.1

  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.