[(1-Azido-2-phenylethyl)-oxido-trimethylsilyloxyphosphaniumyl]oxy-trimethylsilane | 287174-28-1

• 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: [(1-Azido-2-phenylethyl)-oxido-trimethylsilyloxyphosphaniumyl]oxy-trimethylsilane
• 英文别名: [(1-azido-2-phenylethyl)-oxido-trimethylsilyloxyphosphaniumyl]oxy-trimethylsilane
• CAS: 287174-28-1
• 化学式: C₁₄H₂₆N₃O₃PSi₂
• 分子量: 371.523
• InChiKey: VZQGSQXCLSJCCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  55.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(1-Azido-2-phenylethyl)-oxido-trimethylsilyloxyphosphaniumyl]oxy-trimethylsilane 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成 [2-Azido-2-[dichloro(oxido)phosphaniumyl]ethyl]benzene
  参考文献：
  名称：

  A one-pot multistep approach to α-azido-phosphonate and phosphonothioate diesters: key intermediates in the synthesis of haptens for the generation of antibody ligases

  摘要：

  A four-step, one-pot synthesis of mixed alpha-azido-phosphonates and phosphonothioates 12a-d is described. This chemistry has provided a facile route to haptens 6a-b and 7 that have been employed for the elicitation of antibody ligases. Five hapten-specific antibodies have been identified as modest catalysts of a model peptide ligation reaction between thioester 1b and thiol 2 to give the amide product 5. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00137-2
• 作为产物：
  描述：

  1-羟基-2-苯基乙基膦酸二乙酯 在 迭氮酸 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 生成 [(1-Azido-2-phenylethyl)-oxido-trimethylsilyloxyphosphaniumyl]oxy-trimethylsilane
  参考文献：
  名称：

  A one-pot multistep approach to α-azido-phosphonate and phosphonothioate diesters: key intermediates in the synthesis of haptens for the generation of antibody ligases

  摘要：

  A four-step, one-pot synthesis of mixed alpha-azido-phosphonates and phosphonothioates 12a-d is described. This chemistry has provided a facile route to haptens 6a-b and 7 that have been employed for the elicitation of antibody ligases. Five hapten-specific antibodies have been identified as modest catalysts of a model peptide ligation reaction between thioester 1b and thiol 2 to give the amide product 5. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00137-2

文献信息

• A one-pot multistep approach to α-azido-phosphonate and phosphonothioate diesters: key intermediates in the synthesis of haptens for the generation of antibody ligases
  作者：Curtis W. Harwig、Timothy Z. Hoffman、Anita D. Wentworth、Kim D. Janda

  DOI：10.1016/s0960-894x(00)00137-2

  日期：2000.5

  A four-step, one-pot synthesis of mixed alpha-azido-phosphonates and phosphonothioates 12a-d is described. This chemistry has provided a facile route to haptens 6a-b and 7 that have been employed for the elicitation of antibody ligases. Five hapten-specific antibodies have been identified as modest catalysts of a model peptide ligation reaction between thioester 1b and thiol 2 to give the amide product 5. (C) 2000 Elsevier Science Ltd. All rights reserved.