{2-[(1-Azido-2-phenyl-ethyl)-(4-methanesulfonyl-benzyloxy)-phosphinoylsulfanyl]-ethoxy}-acetic acid tert-butyl ester | 287174-36-1

• 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: {2-[(1-Azido-2-phenyl-ethyl)-(4-methanesulfonyl-benzyloxy)-phosphinoylsulfanyl]-ethoxy}-acetic acid tert-butyl ester
• CAS: 287174-36-1
• 化学式: C₂₄H₃₂N₃O₇PS₂
• 分子量: 569.64
• InChiKey: YKVMIYGXACUSBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.77
• 重原子数：
  37.0
• 可旋转键数：
  14.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  144.73
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  {2-[(1-Azido-2-phenyl-ethyl)-(4-methanesulfonyl-benzyloxy)-phosphinoylsulfanyl]-ethoxy}-acetic acid tert-butyl ester 在 tin(ll) chloride 作用下， 生成 5-[[1-[2-[2-[(2-Methylpropan-2-yl)oxy]-2-oxoethoxy]ethylsulfanyl-[(4-methylsulfonylphenyl)methoxy]-oxidophosphaniumyl]-2-phenylethyl]amino]-5-oxopentanoic acid
  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 四氮唑 、 迭氮酸 、 草酰氯 、 N,N-二异丙基乙胺 、 N,N-二甲基甲酰胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 二氯甲烷 为溶剂， 反应 16.25h， 生成 {2-[(1-Azido-2-phenyl-ethyl)-(4-methanesulfonyl-benzyloxy)-phosphinoylsulfanyl]-ethoxy}-acetic acid tert-butyl ester
  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